Structure Identification & POC

STRUCTURAL IDENTIFICATION &
PRACTICAL ORGANIC CHEMISTRY

CONTENTS
Particular Page No.
Theory 01 – 09
Exercise - 1 10 – 16
EX
Part - I : Subjective Questions
Part - II : Only One Option Correct Type
Part - III : Match the Columns
Exercise - 2 17 – 20
Part - I : Only One Option Correct Type
Part - II : Single or Double Digit Integer Type Questions
Part - III : One or More Than One Options Correct Type
Part - IV : Comprehensions
Answers 21 – 22
Additional Problems For Self Practice (APSP) 23 – 41

Part - I
D : PRACTICE TEST-1 (IIT-JEE (MAIN Pattern))
Part - II : NATIONAL STANDARD EXAMINATION IN CHEMISTRY (NSEC) STAGE-I
Part - III : PRACTICE TEST-2 (IIT-JEE (ADVANCED Pattern))
Part - IV : ADDITIONAL THEORY & EXERCISE (For JEE-Main)
APSP Answers 42
O
APSP Solutions 42 – 47
JEE (Advanced) Syllabus

Concepts : Structural identification
Catalytic hydrogenation, Monochlorination & ozonolysis reactions.
Detection of elements (N, S, halogens); Detection and identification of the following functional
groups: hydroxyl (alcoholic and phenolic), carbonyl (aldehyde and ketone), carboxyl, amino and
nitro.
C
JEE (Main) Syllabus

General introduction, methods of purification, qualitative and quantitative analysis of organic
compounds & Lab test of functional groups.
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Structural Identification & POC
Introduction
The main objective of an organic chemist is the determination of the structure of a new organic
compound which has been obtained in pure state either from a natural source or synthesised in the
laboratory.
In order to establish the correct structure of an organic compound, it is necessary to detect skeleton of
compound, elements and functional groups present in the organic compound.
Section (A) : Degree of unsaturation and catalytic hydrogenation
EX
1. Hydrogen deficiency index:
The presence of double bonds or rings within a molecule is indicated by a quantity called hydrogen
deficiency index.
Applications : To indentify the no. of  bonds or rings and also helpful in determining the structure of
the molecule.
Definition : Deficiency of 2H atoms with respect to fully saturated acyclic hydrocarbon is equivalent to
One HDI It is also known as Double Bond Equivalence (DBE) or degree of unsaturation (DU).
H3C – H2C – CH3 –2H –2H
CH3–CCH or CH2=C=CH2 or
(DU O)
D
Where n = number of carbon atoms in the molecule
Note : Total no. of cyclic rings + double bonds will give us degree of unsaturation.
One double bond = one DU
One ring = one DU
One triple bond = two DU
(2 2 2) – 4
O
Ex. (i) CH2 = CH2 DU = = 2/2 = 1 (ii)  DU = 2
2
(iii) DU = 4 (iv)  DU = 7
(2n 2) – 6 14 – 6 14 – (5 1)
(v) C6H6O DU = = =4 (vi) C6H5Cl D.U. = =4
2 2 2
2. Catalytic hydrogenation :
Alkenes, Alkynes, polyenes or polyynes can be hydrogenated by using catalysts Ni/Pt/Pd at room
C
temperature.
All Carbon–Carbon  bonds(C=C, CC) get hydrogenate. The reaction can’t be stopped at any
intermediate stage.
Note : (i) Aromatic  bonds are stable at room temperature but can be hydrogenated at high temperature.
(ii) It can be concluded that the hydrogenation product of an alkene or alkyne or any unsaturated
compound is always a saturated compound.
(iii) The no. of moles of H2 consumed by 1 mole of compound is equal to the no. of  bonds.
(iv) During catalytic hydrogenation carbon skelton does not change.
Application : This reaction gives an information about molecule that the molecule is saturated or
unsaturated.
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General reaction :
Ni
(a) R–CH=CH–R + H2 R–CH2–CH2–R
Ni / Pt / Pd
(b) R–CC–R + 2H2 R–CH2–CH2–R
H2
H2
R – CH CH – R R–CH2–CH2–R
(Not isolated)
2H2 / Ni
(c) CH2=CH–CH=CH2 CH3–CH2–CH2–CH3
CH = CH2 CH2 – CH3

H2 / Ni
–
EX
(d)
room temperature
CH2 – CH3
H2/Ni
–
(100 – 150ºC)
Section (B) : Monochloroination & ozonolysis reactions

3. Monohalogenation :
When an alkane or a cycloalkane is treated with halogen (Cl2, Br2, F2, I2), a photochemical reaction
takes place, in which a C–H bond cleaves and a C–X bond is formed. In such reactions if one H-atom is
substituted by one halogen atom, then this is known as monohalogenation reaction.
Applications : If a molecule has more than one type of H-atoms, then on monochlorination, it forms a
mixture of monochloroisomers. All these products (structures) are position isomers.
Conclusion : Hence, it can be concluded that the total no. of position isomers (structural) of
monochloro compounds is equal to the number of different types of H-atoms present in the reactant.
D
The different type of H-atoms are also known as non-identical Hydrogens or non-equivalent Hydrogens
or chemically different Hydrogens.
Note : In aromatic hydrocarbons, the hydrogen atoms of the side-chain are chlorinated, but H-atoms of
Benzene ring are stable.
Cl2 , h
Ex. (i) CH4 CH3Cl + HCl ¼1–Monochloroproduct½
Monochlorination
Cl
Cl2 , h –
O
(ii) + HCl ¼1–Monochloroproduct½
Monochlorination
CH3 CH2Cl
–
Cl2 , h
(iii) ¼1–Monochloroproduct½
Monochlorination
Note : Only one monochloro product is formed because aromatic H atoms are inert towards this reaction.
Cl2 , h
(iv) CH3–CH2–CH2–CH3 2 Products (structure isomers)
Monochlorination
C
Cl2 , h
(v) CH3–CH2–CH2–CH2–CH3 3 Products (structure isomers)
Monochlorination
Cl2 , h
(vi) 4 Products (structure isomers)
Monochlorination
CH3
–
Cl2 , h
(vii) 5 Products (structure isomers)
Monochlorination
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4. Ozonolysis :
Ozonolysis reaction is used to determine the position of C=C, CC in a molecule. In this reaction
Alkene, Alkyne and polyalkene on ozonolysis undergo oxidative cleavage. It is of two types.
(i) Reductive ozonolysis
Reagents are : (1) O3 (ozone) (2) Zn or (CH3)2S and H2O or CH3COOH
The products are carbonyl compounds (aldehydes or ketones).
(ii) Oxidative ozonolysis
Reagents are : (1) O3 (ozone) (2) H2O2 or H2O
The products are ketones and/or acids.
Note : (i) Ozonolysis does not interfere with other functional groups.
(ii) At higher temperature, the aromatic double bonds can also undergo ozonolysis reaction.
EX
General Reaction :
(i) Reductive ozonolysis
(1) O3
R–CH=O + + ZnO + H2O
(2) Zn/H2 O
(1) O3 R–C–C–H + ZnO + H2O

R–CC–H
(2) Zn/H2 O
OO
(ii) Oxidative ozonolysis
(1) O3
R–CH C–R R–COOH + O=C–R + H2O
(2) H2 O2
R R
(1) O3
R–CC–H R–COOH + HCOOH
(2) H2O 2
H2O+CO2
D (1) O3
Ex. (a) CH2=CH2 CH2=O + CH2=O
(2) Zn/H2 O
(1) O3
(b) CH3–CH2–CH=CH2 CH3–CH2–CH=O + O=CH2
(2) Zn/H2 O
(1) O3
(c) CH2=CH–CH2–CH=CH–CH3 CH2=O + O=CH–CH2–CH=O + O=CH–CH3
(2) Zn/H2 O
(1) O3
O
(d) 2OHC–CH2–CHO (Propandial)
(2) Zn/H2 O
(1) O3
(e) O=CH–CH2– C –CH2–CH=O + O=CH2
(2) Zn/H2 O ||
O
(1) O3 ( )
(f) or (glyoxal)
(2) H2O2
C
(i)O3
+ CH3 CH=O
CH = CH – CH3 (ii)Zn, H2O
–
(g)
2 O=CH–CH=O + O=CH–C–CH=O + CH3CH=O
(ii)Zn, H2 O
O
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5. Practical Organic Chemistry (POC) :

When we are looking for the information regarding the functional nature of the compound then we go for
the following lab test.
Section (C & D) : Test for acidic hydrogen, unsaturation & functional groups
(1) Test for acidic/active hydrogen :
When any compound release H2 gas after reaction with sodium or potassium or alkali metals or
sodamide then this reflects the presence of acidic hydrogen.
Active H : Those H atoms which is attached with more electronegative atoms like O,N,S,X, Csp.
1
General reaction : Z – H + Na  + H2
2
EX
Na 1 Na 1
Ex. (a) R NH2 R NHNa H2 (b) R SH RSNa H2
2 2
Na 1 Na 1
(c) R COOH R COONa
H2 (d) PhOH PhONa H2
2 2
1 1
(e) R—OH + Na  R—O–Na+ + H2  (f) R—SO3H + Na  R—SO3–Na+ + H2 
2 2
1
(g) R—CCH + Na  R—CC Na+ + H2 
– (h) R—CH=CH2 + Na  No reaction.
2
Na 1
(i) R —CH2—O —CH3 + Na  No reaction. (j) HCl NaCl H2
2
(2) Test for unsaturation :

(i) Bromine water test (Br2 + H2O, Red-brown solution) :
This is used to distinguish between saturated (alkane) and unsaturated (alkene/alkyne) hydrocabon.
Br2 ,H2 O
D R–CH2 –CH3
Br2 ,H2 O
no reaction
R–CH = CH2 Red-brown colour disappears
Br2 ,H2O
R–C CR Red-brown colour disappears
O
Note : Benzene does not give this test, whereas phenol and aniline gives this test.
(ii) Baeyer reagent (Cold dil. alkaline KMnO4 Pink/purple solution) :

This is also used to distinguish between saturated (alkane) and unsaturated (alkene/alkyne)
compounds.
Cold, dil.KMnO4
R–CH2 –CH3 no reaction
Cold, dil.KMnO4
R–CH = CH2 Purple colour disappears
C
Cold, dil.KMnO4
R–C CR Purple colour disappears
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(3) Test for terminal Alkyne

(i) Tollen’s reagent [AgNO3 + NH4OH or {Ag(NH3)2}+ OH ] :
Tollen’s Reagent gives white precipitate (Silver alkynide) with terminal alkyne.
AgNO3 NH4 OH
R–C  CH R–CCAg + NH4NO3
White precipitate
(ii) Ammonical cuprous chloride (Cu2Cl2 + NH4OH) :
It gives red precipitate with terminal alkyne.
Cu2 Cl2 NH4 OH
2 R–C  CH 2 R–C  CCu  + 2NH4Cl + 2H2O
Red precipitate
(4) Test for alcohols :
(i) Lucas reagent test (Conc. HCl + anhydrous ZnCl2)
EX
* It gives white turbidity or cloudiness with alcohols (OH groups attached with sp3 hybridised carbon).
* Lucas Reagent is used to distinguish between 1°, 2°, 3° alcohol because 1°, 2°, 3° alcohols react with
different rates.
conc. HCl anhydrous ZnCl2
(a) 1° alcohol R–CH2–OH R–CH2–Cl
(does not give appreciable reaction or gives white turbidity in 30 min.)
(b) 2° alcohol R2CH–OH R2CH–Cl (gives white turbidity in 5 min.½
(c) 3° alcohol R3C–OH R3C–Cl (gives white turbidity immediately)
* Phenols and enols do not give Lucas test.
(ii) Victor Mayer test :
1° Alcohol%
NO2
P+I2 AgNO2 HNO2 base
Blood Red colour
D
RCH2 –OH RCH2–I RCH2 –NO2 R–C= N–OH
2° Alcohol%
3° Alcohol %
(iii) Cerric Ammonium Nitrate test : (Group reagent for alcohols)

Alcohols(1°,2°,3°) also give characteristic red colour with cerric ammonium nitrate (NH4)2[Ce(NO3)6]
solution.
O
(5) Test for phenol or enol :
Neutral FeCl3 test :
It forms coloured complex with phenol or enol (OH groups attached with sp2 carbon).
6 PhOH + FeCl3  [(PhO)6Fe]3– + 3HCl + 3H+
(Coloured complex)
* It does not give positive test with alcohol.
(6) Test for carbonyl compounds :
2, 4-DNP ¼2, 4-Dinitrophenyl hydrazine+½Test :
C
Carbonyl compouds (all aldehydes and ketones) give yellow–orange precipitate with 2,4–DNP. It is also
knwon as Brady’s reagent.
C=O + H2N – NH NO2 C=N – NH NO2
NO2 NO2
2, 4-DNP (yellow–orange precipitate of Hydrazone)
(7) Test for aldehydes :

(a) Tollen’s reagent [AgNO3 + NH4OH or {Ag(NH3)2}+ OH ] :
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Tollen’s Reagent gives silver mirror or Black precipitate with aldehydes.

O
AgNO3 NH4 OH
||
R–CH = O R–C–O + Ag 
silver mirror
Note : HCOOH also gives this test.
(b) Fehling’s solution :
It is an alkaline solution of cupric ion complexed with sodium potassium tartarate.
There are two solutions in Fehling solution,
Solution (A) : CuSO4 solution and
Solution (B) : Alkaline solution of sodium potassiumtartarate.
When these two solutions are mixed we get deep blue coloured solution.
CuSO4 + 2NaOH  Cu(OH)2 + Na2SO4
Cu(OH)2 + 
EX
Roschelle salt (Blue coloured compound)
Equal volume of both the solutions are heated with aldehyde to give red brown precipitate of cuprous
oxide (Cu2O) which confirms the presence of aldehyde.
R–CHO + 2CuO  RCOOH + Cu2O (Red ppt)
Blue
RCHO + 2Cu2+ + 3OH  RCOO + + 2H2O
(c) Benedict solution :

It also consists of two solutions.
Solution (A) : CuSO4  solution and
Solution (B) : Alkaline solution of sodium Citrate.
CuSO4 + 2NaOH  Cu(OH)2 + Na2SO4
D
Cu(OH)2 + 
Aldehyde gives positive test with Benedict solution.

RCH = O + +  +
O
(d) Schiff’s reagent :
It is dilute solution of rosaniline hydrochloride whose pink colour has been discharged by passing SO2.
Aldehyde restores pink colour when treated with schiff’s reagent (Magenta solution in H2SO3).
* Aromatic aldehydes (Benzaldehyde) do not gives Fehling and Bendict test.
(8) Iodoform test :
Reagents : I2 + NaOH or NaOI ¼Where R = H, alkyl, aryl group½
Acetaldehyde, all methyl ketones & ethyl alcohol give Iodoform test.
C
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(9) Test for acids/esters/amides :

(i) Sodium bicarbonate test (NaHCO3) %
All the acids which are stronger than H2CO3 give CO2 gas with NaHCO3.

HCl + NaHCO3  NaCl + H2CO3 

      H2O + CO2 
  
  RSO3H + NaHCO3  RSO3Na + H2CO3
 H2O + CO2 
EX


 
Note : (i) If electron withdrawing group (NO2) is present at ortho or para position of phenol then it gives
positive test with sodium bicarbonate.
(ii) Litmus test % Acid converts blue litmus into red litmus while base converts red litmus into blue.
(iii) Acid amide gives smell of ammonia when heated with alkali.
(iv) Esters are sweet (fruity) smelling liquids.

When react with NaOH & Phenophthalein then pink colour will disappear on heating.
RCOOR’ + NaOH + Phenophthalein (Pink) R COOH + R’ OH (Colourless solution)
(10) Test for amines :
D
(i) NaNO2 + aqueous HCl test % it is used to distinguish between 1º, 2º and 3º amines and also
distinguish between aliphatic and aromatic primary amines.
1° Aliphatic Amine : R–CH2–NH2 R–CH2–OH + N2 
1° Aromatic Amine : ¼diazonium salt)

O
2° Amine : R–NH–R (N-Nitroso amine) yellow oily liquid
3° Amine : R3N unstable nitrite
(ii) Carbyl amine test (CHCl3 + KOH)
1° Amine (Aliphatic or Aromatic) %
CHCl3 KOH
R–CH2–NH2 R–CH2–NC + 3KCl + 3H2O
(unpleasent smell of isocyanide)
CHCl3 KOH
Ph–NH2 Ph–NC
C
* 2° Amine and 3° Amine do not give this test.
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(iii) Hofmann mustard oil test

It is a test for 1º amine and aniline. Primary amine reacts with carbon disulphide to form dithioalkyl
carbamic acids which decompose on heating with mercuric chloride (HgCl 2) to give alkyl
isothiocyanates having smell like mustard oil.
HgCl2
(a) R–NH2 + S=C=S R–NH– R–N=C=S + HgS + 2HCl
Dithioethylcarbamic acid Alkylisothiocyanate
HgCl2
(b) CH3CH2NH2 + S=C=S CH3CH2–N=C=S + HgS + 2HCl
(1º amine) Ethyl isothiocyanate
Similarly aniline gives phenlyisothiocyanate
EX
(c) C6H5NH2
* 2° Amine and 3° Amine do not give this test.

(iv) Hinsberg reagent (C6H5SO2Cl) :
This is used to distinguish between 1°,2° & 3° amine.
Pyridine Base
1° Amine : R–NH2 + PhSO2Cl   R–NH–SO2–Ph   Compund is soluble in base.
Pyridine Base
2° Amine : R2NH + PhSO2Cl   R2N–SO2–Ph   Compund is insoluble in base.
Pyridine
3° Amine : R3N PhSO2Cl   No reaction.
(11) Test of nitro group : (Mulliken-Barker’s test)

Nitroalkane & nitrobenzene give black ppt on reduction with Zn and ammonium chloride followed by
treating with Tollen’s reagent. This is also said to be Mulliken’s test.
D
(a) R–NO2 R–NHOH Ag
AgNO3 NH4 OH
(b) + Zn + NH4Cl  
(12) Test for carbohydrates & sugars

O
Molisch test :
This is a general test for carbohydrates. One or two drops of alcoholic solution of -naphthol is added
to 2 ml glucose solution. 1 ml of conc. H2SO4 solution is added carefully along the sides of the test tube.
The formation of a violet ring at the junction of two liquids confirms the presence of a carbohydrate or
sugar.
Barfoed test : It is given by reducing sugars.
(13) Test for amino acids and proteins :
Ninhydrin Test : This is used to detect the presence of amino acids & proteins.
C
Xanthoproteic test & Biuret test are given by proteins.
Section (E) : Elements detection

(1) Detection of carbon and hydrogen :
Carbon and hydrogen are detected by heating the compound with copper(II) oxide. Carbon present in
the compound is oxidised to carbon dioxide (tested with lime-water, which develops turbidity) and
hydrogen to water (tested with anhydrous copper sulphate, which turns blue).
C + 2CuO 2Cu + CO2 ; 2H + CuO Cu + H2O
CO2 + Ca(OH)2 CaCO3 + H2O ; 5H2O + CuSO4 CuSO4.5H2O
White Blue
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(2) Detection of other elements :

Nitrogen, sulphur, halogens and phosphorus present in an organic compound are detected by
“Lassaigne’s test”. The elements present in the compound are converted from their covalent form to
their ionic form by fusing the organic compound with sodium metal.
Following reactions take place: C, N, S and X come from organic compound.
Cyanide, sulphide and halide of sodium so formed on sodium fusion are extracted from the fused mass
by boiling it with distilled water. This extract is known as sodium fusion extract or Lassaigne solution.
Na + C + N NaCN
2Na + S Na2S
Na + X NaX
Na + C + N + S NaSCN
EX
(i) Test for nitrogen :
The sodium fusion extract is boiled with iron(II) sulphate and then acidified with dilute sulphuric acid.
The formation of Prussian blue or green colour confirms the presence of nitrogen. Alternatively FeCl 3
and dil. HCl may be added.
6NaCN + FeSO4  Na4[Fe(CN)6]
Na4[Fe(CN)6] + 4Fe3+ xH2O Fe4[Fe(CN)6]3. xH2O
Ferric ferrocyanide (Prussian blue)
(ii) Test for sulphur
(a) The sodium fusion extract is acidified with acetic acid and lead acetate is added to it. A black
precipitate of lead sulphide indicates the presence of sulphur.
Na2S + (CH3COO)2Pb  PbS
Black
(b) On treating sodium fusion extract with sodium nitroprusside, appearance of a violet colour indicates
the presence of sulphur.
Na2S + Na2[Fe(CN)5 NO]  Na4[Fe(CN)5NOS]
D Sodium nitroprusside Sodium thionitroprusside (Violet/Purple)
(c) In case, nitrogen and sulphur both are present in an organic compound, then sodium thiocyanate is
formed. It gives blood red colour with neutral FeCl3.
Na + C + N + S  NaSCN
Neutral FeCl3 + NaSCN  Fe(SCN)3
Blood red
(iii) Test for halogens :

O
The sodium fusion extract is acidified with nitric acid and then treated with silver nitrate. A white
precipitate, soluble in ammonium hydroxide shows the presence of chlorine, a yellowish precipitate,
sparingly soluble in ammonium hydroxide shows the presence of bromine and a yellow precipitate,
insoluble in ammonium hydroxide shows the presence of iodine.
Note : The sodium fusion extract is first boiled with concentrated nitric acid to decompose cyanide or
sulphide of sodium formed during Lassaigne’s test. These ions would otherwise interfere with silver
nitrate test for halogens.
NaX + AgNO3  AgX 
(iv) Test for phosphorus :
C
The compound is heated with an oxidising agent (sodium peroxide). The phosphorus present in the
compound is oxidised to phosphate. The solution is boiled with nitric acid and then treated with
ammonium molybdate. A yellow colouration or precipitate indicates the presence of phosphorus.
Na3PO4 + 3HNO3  H3PO4 + 3NaNO3
H3PO4 + 12(NH4)2MoO4 + 21 HNO3  (NH4)3PO4.12 MoO3 + 21 NH4NO3 + 12H2O
Ammonium Ammonium
molybdate Phosphomolybdate
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 Marked questions are recommended for Revision.
PART - I : SUBJECTIVE QUESTIONS

A-1. Calculate the DU of following compounds :
(i) C6H6ClBrO (ii) C5H9N
A-2. How many structural isomeric alkenes on hydrogenation give n-Pentane.
A-3. On catalytic hydrogenation how many isomeric alkene will give 2-Methyl butane.
EX
A-4. How many isomeric alkyne on hydrogenation gives 3, 3-Dimethylhexane.

B-1. A cycloalkane having molecular mass 84 and four secondary carbon atoms will form four monochloro
structure isomers on chlorination. Identify the structure of cycloalkane.
B-2. Number of monochloro structural isomers of :
Cl2 / h Cl2 / h
(i) (ii)
B-3. Write the product of following reactions :

H3C CH3
| | O3 O3
(a) CH3 C C CH3 (b) CH3–CC–CH3
Zn / H2O Zn / H2 O
CH3
D
(c) CH3–CC–CH3 O3 / H2O2 |
(d) CH3 – C CH CH3 O3 / H2 O2
O3 / Zn
B-4. (i) P(hydrocarbon) + CH2 = O
H2 O
O3 / Zn
(ii) Q (C6H10) Hexane-1,6-dial
H2O
O
Write the structure of P and Q.
B-5. Write the product of following reactions :
O3 / H2 O2 O3 / H2 O2
(i) CH3–CC–CH = CH2 (ii)
Section (C) : Test for acidic hydrogen & unsaturation

C-1. No. of moles of H2 gas evolved when one mole of the following compound reacts with sodium.
C
C-2. Molecular formula C4H6 have two position isomers A and B. Both A and B isomer decolourised the
bromine water. B release H2 gas with sodium metal but isomer A does not release H2 gas. Write IUPAC
name of A and B.
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Section (D) : Test for functional groups

D-1. Write suitable reagent to distiguish the following compounds.
CH2OH OH O–CH3
CH3
D-2. 
 Identify the structure of X : 
EX
D-3. A compound X (C5H10O) reacts with 2,4-DNP but does not give silver mirror test and Iodoform reaction .
The possible structure for X is :
D-4. Which of the following compounds will not give positive iodoform test.
Acetophenone, Benzophenone, 2-Pentanone, 3-Pentanone, Acetaldehyde,
CH3COCH3, (CH3)2CHOH, (CH3CH2)2CH-OH, CH3COOH, CH3CONH2, CH3COOCH3, CH3COCl
D-5.
Identify the structure of P : 

D-6. Which of the following compound will gives positive test with NaHCO3?
COOH H
D
OH
COOH
COOH
CH=CH–COOH
CH3 — C — COOH
, , ,
OH
Salicylic acid Phthalic acid Cinnamic acid
Lactic acid
CH3COOH, PhSO3H, PhOH
D-7. Molecular formula C3H6O2 have two structures A & B. Structure A releases CO2 gas with NaHCO3 but B
O
does not. Compound B is fruity smelling liquid. Write the structures & IUPAC name of A and B.
D-8. A symmetrical organic compound of C4H11N give yellow oily layer on treatment with HNO2 then find the
structure of the compound.
D-9.
C
Identify the structure of amine.

E-1. When Lassiange extract of Methylamine react with FeSO4/dilute H2SO4 what happend ?
E-2. Explain the reason for the fusion of an organic compound with metallic sodium for testing nitrogen,
sulphur and halogen.
E-3. What will happen during lassaigne's test for nitrogen if the compound also contians sulphur?
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PART - II : ONLY ONE OPTION CORRECT TYPE

A-1. The degree of unsaturation of following compound C8H12O, C3H5N, C4H8O are respectively :
(A) 4, 3, 2 (B) 3, 2, 1 (C) 2, 1, 3 (D) 2, 2, 3
A-2. Which of the following hydrocarbons give same product on hydrogenation.
(A) 2-Methyl hex-1-ene & 3-Methyl hex-3-ene
(B) 3-Ethyl hex-1-en-4-yne & 2-Methylhept-2-en-4-yne
(C) 3-Ethylcycloprop-1-ene & 1,2-Dimethylcycloprop-1-ene
(D) 2-Methylbut-2-ene & 3-Methylbut-1-ene
A-3. Number of moles of hydrogen will required for complete hydrogenation of one mole of following
compound :
EX
(A) 6 (B) 7 (C) 5 (D) 3
A-4. How many alkenes on catalytic hydrogenation give isopentane as a product (consider only structural
isomers)?
(A) 2 (B) 3 (C) 4 (D) 5
A-5. If 1 mole H2 is reacted with 1 mole of the following compound.
D
Which double bond will be hydrogenated ?
(A) c (B) b (C) a (D) d
B-1. Only two isomeric monochloro derivatives are possible for :-
(A) n-Pentane (B) 2,4-Dimethyl pentane
(C) Toluene (D) 2,3-Dimethyl butane
B-2. The number of possible monochloro derivatives of 2, 2, 3, 3-Tetramethylbutane is -
(A) 2 (B) 3 (C) 4 (D) 1
O
B-3. Which of the following alkene gives four monochloro (structural isomer) products after hydrogenation ?
(A) Pent-2-ene (B) 2-Methylbut-2-ene
(C) 3-Methylhex-2-ene (D) 2, 3-Dimethylbut-2-ene
B-4. Which of the following compound will give four monochloro (structural) product on monochlorination.
(A) (B) (C) (D)

C
O3 / Zn
B-5. X +
Y.
The IUPAC name of compound Y is :
(A) 2-Cyclohexylbutane (B) 1-Methylpropylcyclohexane
(C) Butylcyclohexane (D) 1-Cyclohexylbutane
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B-6. An alkene give two moles of HCHO, one mole of CO2 and one mole of on
ozonolysis. What is its structure?

(A) (B)
(C) (D)
B-7. An unknown compound on ozonolysis to give acid C3H6O2 and a ketone C4H8O. From this information,
identifiy structure of unknown compound.
CH3
EX
(A) (CH3)2C=CHCH2–CH2CH3 (B) CH3CH2 – C = CHCH2 CH3
(C) (CH3)2CHCH=CHCH2CH3 (D) CH3CH2CH2CH=CHCH2CH3
Section (C) : Test for acidic hydrogen & unsaturation

C-1. When one mole of the given compound reacts with sodium metal then how many moles of H2 gas will
release?
NO 2 O
||
OH (1mole)
||
O
(A) 1 mole (B) 1.5 mole (C) 2 mole (D) 0.5 mole
C-2.
D
Compound X is
(A) H3C–CC–CH3 (B) CH2=CH–CH=CH2
(C) CH3–CH2–CCH (D)

O
C-3.
Identify X :
(A) CH3–CH2–CC–CH2–CH3 (B) CH3–CC–CH2–CH2–CH3
(C) (D)
C
C-4. Ammonical AgNO3 gives white ppt after reaction with any compound then this reflects the presence of
(A) One –CHO group (B) One triple bond
(C) A terminal alkyne (D) Compound is unsaturated
C-5. Which of the following compound gives red ppt with Cu2Cl2 / NH4OH ?
(A) CH3–CC–CH3 (B) CH3–CH2–CCH
(C) CH3–CH2–CH=CH2 (D) CH3–CC–CH=CH2
C-6. Identify the hydrocarbon having molecular formula C5H6 which gives white ppt with ammonical AgNO3 ?
(A) (B) (C) (D)
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Section (D) : Test for functional groups

D-1. The group reagent for the test of alcohols is :
(A) Cerric ammonium nitrate (B) Schiff’s reagent
(C) Molisch’s reagent (D) Bromine water
D-2. The following two compounds I and II can be distinguished by using reagent
(I) (II)
(a) aq. NaHCO3 (b) Neutral FeCl 3

(c) Blue litmus solution (d) Na metal
(e) HCl/ZnCl2 anhydrous
(A) a or c (B) b or e (C) d or e (D) c or d
EX
D-3. Which of the following compound will not react with I 2 /OH–.
(A) (B)
(C) (D) CH3–CHO
D-4. The compound A gives following reactions.

D
Its structure can be
(A) (B) OHC–(CH2)2–CH=CH–COOH
(C) (D)
O
D-5. An oragnic compound X (C4H8O2) gives positive test with NaOH and Phenopthalein. Structure of X will
be :
(A) CH3 CH2 CH2 C OH (B) CH3 C C CH3
|| || ||
O O O
(C) CH3 C O C2H5 (D) CH3 C OCH3
|| ||
C
O O
D-6. Which of the following compound will give smell of NH3 with conc. NaOH.
(A) CH3 CH2 C NH2 (B) CH3 C CH2 NH2
|| ||
O O
(C) (D) CH3 CH2 C OH

||
O
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D-7. Which of the following will not give positive test with CHCl 3 / KOH.
(A) CH3–CH2–NH–CH3 (B) CH3–CH2–CH2–NH2
CH3
|
(C) (D) CH3 CH NH2
D-8. A positive carbylamine test is given by :

(A) N,N-dimethylaniline (B) 2, 4-dimethylaniline
(C) N-methyl-o-methylaniline (D) N-methylaniline
D-9. The Hinsberg's method is used for :
(A) preparation of primary amines (B) preparation of secondary amines
(C) preparation of tertiary amines (D) separation of amine mixtures
EX
D-10. Molisch reagent is used to identify following compound ?
(A) Glucose (B) Raffinose (C) D-oxyribose (D) All of these
D-11. ; Identify X :
(A) (B)
(C) (D)
D-12. Which of the following would produce effervescence with sodium bicarbonate?
D
(A) (B) (C) (D) All of these
D-13. A compound is heated with zinc dust and ammonium chloride followed by addition of the Tollen's
reagent. Formation of silver mirror indicates the presence of following group
O
(A) –CHO (B) (C) –NO2 (D) –NH2

E-1. In the Lassaigne’s test, one of the organic compounds gave red colour with FeCl3. Compound can be :
(A) Na2S (B) NH2CSNH2 (C) C6H5Cl (D) NaCN
E-2. Lassaigne’s test is used in qualitative analysis to detect
(A) Nitrogen (B) Sulphur (C) Chlorine (D) All of these
C
E-3. The compound that does not give a blue colour in Lassaigne’s test is
(A) C6H5–NH2 (B) CH3CONH2 (C) NH2–NH2 (D) C6H5–NO2
E-4. Nitrogen containing organic compound when fused with sodium metal forms:
(A) NaNO2 (B) NaCN (C) NaNH2 (D) NaNC
E-5. The sodium extract of an organic compound on acidification with acetic acid and addition of lead
acetate solution gives a black precipitate. The organic compound contains
(A) Nitrogen (B) Halogen (C) Sulphur (D) Phosphorus
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PART - III : MATCH THE COLUMN
1. Match the column :

Column – I Column - II
(Compound) (No. of monochloro structural product)
(A) Cl2 / h (p) =1
EX
(B) Cl2 / h (q) =2
(C) Cl2 / h (r) =3
Cl2 / h
(D) (s) =4
2. Match the compounds of column-I with the reagent of column-II, which can distinguish between the
D
compounds of column-I.
Column-I Column-II
(A) , (p) Tollen’s reagent

O
,
(B) (q) I2/NaOH
(C) (r) Lucas reagent

,
C
,
(D) (s) Neutral FeCl3
(t) 2, 4-DNP
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PART - I : ONLY ONE OPTION CORRECT TYPE

1. How many products (structural isomers only) are formed by monochlorination of given compound.
CH3
CH3 CH3
(A) 4 (B) 3 (C) 5 (D) 6
EX
Ozonolysis
2. An alkene (A) , A is :
(A) (B) (C) (D)
3.
D
Compound 'X' is :
(A) 1-Methylcyclopropene (B) 1, 4-Dimethylcyclohexa-1,4-diene
(C) 1, 4-Dimethylcyclohexa-1,3-diene (D) 1, 2-Dimethylcyclohexa-1,4-diene
4. The chemical reactions of an unsaturated compound ‘M’ are given below. Determine the possible
structural formula of ‘M’
O
(M)
(A) (B) (C) (D)
Cu2Cl2 Ozonolysis
5. Red precipitate P(C5H8) 2-Methylpropanoic acid + compound (Q)
NH4OH
C
structure of P can be -
(A) CH3–CH2–CH2–CCH (B)
CH3
(C) CH3CC–CH2–CH3 (D) CH 3–CH–CH=CH 2
CH 3
6. Compound A(C3H5N) gives precipitate with Tollen’s reagent and H2 gas is also evolved on addition of Li
metal. Compound A can be :
(A) CH3–CH2–CN (B) H–CC–NH–CH3
(C) CH3–CH2–N C (D) CH2=C=N–CH3
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7. Observe the following compound and select +ve & –ve test respectively.
(A) + + + – (B) + + + + (C) + – + – (D) + – – +

8. Which of the following amine does not react with Hinsberg's reagent ?
(A) CH3CH2NH2 (B) (CH3CH2)2NH (C) (CH3CH2)3N (D) All of these
9. Lassaigne’s test for the detection of nitrogen will fail in the case of
EX
(A) NHCOPh (B)
(C) NH2–NH2.HCl (D) NHNH2.HCl
10. The sodium extract of an organic compound on treatment with FeSO4 solution, FeCl3 and HCl gives red
solution. The Red colour of :
(A) Fe(CN)3 (B) K4[Fe(CN)6]3 (C) Fe(CNS)3 (D) Fe2S
11. A unsaturated hydrocarbon (P) on reductive ozonolysis produces a dicarbonyl compound (Q). (Q) can
form precipitate with 2, 4-DNP but no with Tollen’s reagent. Identify the structure of (P).
(A) (B) (C) (D)
12. An organic compound with 68.9% of C and 4.92% of H, is aromatic and gives CO2 with NaHCO3. The
D
organic compound is :
OH
O
C
(A) OH (B)
COOH
O
HO
(C) (D) OH
O
O
COOH
PART - II : SINGLE AND DOUBLE VALUE INTEGER TYPE

1. How many isomeric alkynes on catalytic hydrogenation gives 3-Ethyl-4-methylheptane ?
2. Find the number of structural isomers of fully saturated cycloalkane of molecular formulae C6H12 which
give three monochloro structural products.
C
3. How many of the following compounds decolorise Br2 water solution ?
(I) (II) (III) Me–CC–Me (IV)
(V) (VII) ` (VIII) Me–CH=CH–Et (IX)
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4. How many structures possible for a compound with the molecular formula C6H12O which can give
positive iodoform and 2,4-DNP test.
5. Among the following the number of compounds which react with Fehling’s solution is :
O O
|| ||
, H3C – C – H , H3C – CH2 – C – H , , ,
HCHO, HCOOH, CH3COCH3.
6.
EX
Calculate sum of number of products formed in the reaction a, b and c.
7. How many no. of active Hydrogen atoms are present in a compound (mol.mass 90) 0.45 g of which
when treated with Na metal liberates 112 ml of the H2 gas at STP.
8. In the Lassaigne’s test, one of the organic compound X gives blood red colour with FeCl3. Compound
X, when fused with sodium metal forms compound Y. Molecular mass of compound Y is
PART - III : ONE OR MORE THAN ONE OPTIONS CORRECT TYPE

1. Which of the following compound is/are react with Na metal & liberate hydrogen gas.
(A) CH3–OH (B) CH3–CCH (C) Ph–OH (D)
2. Which of the following compound gives 1,4-Dimethyl cyclohexane when undergo catalytic
hydrogenation.
CH2
D
(A) (B) (C) (D)
CH3
3. Which of the following will perform iodoform reaction with I2/OH– ?
(A) CH3COCH2CH3 (B) CH3CONH2 (C) C6H5COCH3 (D) CH3CHO
O3 / Zn, H2 O
4. (X) + (Y)
O
Compound (X) and (Y) can be distinguish by
(A) Tollen’s reagent (B) Fehling solution
(C) Haloform test (D) 2, 4-DNP Test
5. A compound (X) gives fruity smell. [X] on hydrolysis gives an acid and alcohol. Acid give violet colour
with neutral FeCl 3 while alcohol give yellow precipitate on boiling with I2 and NaOH. (X) can be :
Hydrolysis
[Hint : R–COOH + R’–OH]
C
O–CH2–CH3 OH OH OCH3
COOH COOC2H5 COOCH3 COOH
(A) (B) (C) (D)
6. Formic acid and Acetaldehyde can be distinguish by

(A) I2 + NaOH (B) Tollen’s reagent
(C) Fehling solution (D) 2,4-DNP test
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7. Correct statement(s) about is/are
(A) It gives coloured solution with neutral FeCl3 solution.

(B) It liberates H2 gas with Na metal.
(C) It gives positive Iodoform test.
(D) It forms sweet smelling compound with alcohols.
8. Correct statment(s) about is /are :
EX
3
(A) librate mole of H2 on treatment with Na. (B) Positive test with FeCl 3
2
(C) Positive test with NaHCO3 (D) Positive test with tollen's reagent
PART - IV : COMPREHENSION
Comprehension # 1
O3
M + smallest aldehyde
Zn, H2O
CH2=CH–C=C–CH=CH2
H2
H3C CH3 N
Ni
1. Product M cannot respond with :
(A) 2, 4-DNP (B) Ammonical silver nitrate
D
(C) Sodium hypoiodite (D) Sodium bicarbonate
2. Number of moles of ozone used for one mole of the given unsaturated hydrocarbon ?
(A) 1 (B) 2 (C) 3 (D) 4
3. How many total monochloro structural isomers obtained on chlorination of product (N).
(A) 2 (B) 4 (C) 6 (D) 8
Comprehension # 2
Answer Q.4, Q.5 and Q.6 by appropriately matching the information given in the three columns
O
of the following table.
Different reagents used for the identification of different functional groups.
eg. (i) Tollens reagent used for the identification of –CHO.
(ii) cerric ammonium nitrate (CAN) used for alcohol.
Column-1 Column-2 Column-3
(I) Benzaldehyde (i) I2 + NaOH (aq.) (P) Yellow crystals is formed
(II) Butan-1-ol (ii) AgNO3 (aq.) + NH4OH (Q) White ppt is formed
(III) Formic acid (iii) anhy. ZnCl 2 + conc. HCl (R) Silver mirror is formed
(IV) Acetophenone (iv) (NH4)2[Ce(NO3)6] (S) Wine red colouration
C
4. The only correct combination in which the reaction does not proceed through redox mechanism.
(A) (I), (ii), (R) (B) (IV), (i), (P) (C) (II), (iv), (S) (D) (III), (ii), (R)
5. For the formation of two different organic compounds the only correct combination is :
(A) (I), (ii), (R) (B) (IV), (i), (P) (C) (II), (iii), (Q) (D) (IV), (ii), (R)
6. For the formation of silver mirror the only correct combination is :
(A) (IV), (ii), (R) (B) (II), (ii), (R) (C) (III), (i), (R) (D) (I), (ii), (R)
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EXERCISE - 1
PART - I
A-1. (i) 3 ; (ii) 2 A-2. 2 A-3. 3 A-4. 3
Cl Cl
Cl
Cl2 / h
B-1. + + +
Cl
EX
B-2. (i) 6 ; (ii) 4
CH3
|
B-3. (a) CH3 – C O (b) CH3 – C – C CH3
|| ||
O O
CH3 O
| ||
(c) CH3–COOH (d) CH3 – C O + CH3 – C – OH
B-4. P= ; Q=
D
B-5. (i) CH3–COOH + HOOC–COOH + CO2 ; (ii)
C-1. 2 C-2. A = CH3–CC–CH3 (But-2-yne) ; B = CH3–CH2–CCH (Bytyne)
D-1. Lucas reagent (HCl/ ZnCl2) or Neutral FeCl 3

O
D-2. D-3.
D-4. Benzophenone, 3-Pentanone, (CH3CH2)2C–OH, CH3COOH, CH3CONH2, CH3–COOCH3, CH3–COCl

C
D-5.
D-6. Salicylic acid, Phthalic acid, Cinnamic acid, Lactic acid, acetic acid and benzene sulphonic acid.
D-7. CH3CH2COOH (Propanoic acid)  (A) ; CH3COOCH3 (Methyl acetate)  (B) or HCOOC2H5
D-8. CH3CH2 NHCH2CH3 (2º amine)
D-9. (3º Amine)

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E-1. Prussian blue colour will appear.
E-2. As the elements present in the organic compounds are in their covalent form, these are fused with
sodium metal to convert them into ionic form (like NaCN, Na2S, NaX).
E-3. Appearance of blood-red coloration indicates the presense of both sulphur and nitrogen.
PART - II
A-1. (B) A-2. (D) A-3. (C) A-4. (B) A-5. (D)
B-1. (D) B-2. (D) B-3. (B) B-4. (D) B-5. (B)
B-6. (B) B-7. (B) C-1. (D) C-2. (C) C-3. (A)
EX
C-4. (C) C-5. (B) C-6. (A) D-1. (A) D-2. (B)
D-3. (C) D-4. (C) D-5. (C) D-6. (A) D-7. (A)
D-8. (B) D-9. (D) D-10. (D) D-11. (B) D-12. (D)
D-13. (C) E-1. (B) E-2. (D) E-3. (C) E-4. (B)
E-5. (C)
PART - III
1. (A – q) ; (B – s) ; (C – p) ; (D – r) 2. (A – p,q,t) ; (B – s) ; (C – r,t) ; (D – q,r,s)
EXERCISE - 2
D
PART - I
1. (B) 2. (C) 3. (D) 4. (C) 5. (B)
6. (B) 7. (A) 8. (C) 9. (C) 10. (C)
11. (D) 12. (A)

O
PART - II
1. 3 2. 3 3. 5 4. 4 5. 4
6. 5 7. No. of active H = 2 8. 81
PART - III
C
1. (ABC) 2. (ABC) 3. (ACD) 4. (AC) 5. (B)
6. (AD) 7. (ABC) 8. (ABCD)
PART - IV
1. (D) 2. (C) 3. (B) 4. (C) 5. (B)
6. (D)
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PART - I : PRACTICE TEST-1 (IIT-JEE (MAIN Pattern))

Max. Time : 1 Hr. Max. Marks : 120
Important Instructions
1. The test is of 1 hour duration.
2. The Test Booklet consists of 30 questions. The maximum marks are 120.
3. Each question is allotted 4 (four) marks for correct response.
4. Candidates will be awarded marks as stated above in Instructions No. 3 for correct response of each
EX
question. ¼ (one fourth) marks will be deducted for indicating incorrect response of each question. No
deduction from the total score will be made if no response is indicated for an item in the answer sheet.
5. There is only one correct response for each question. Filling up more than one response in any question
will be treated as wrong response and marks for wrong response will be deducted accordingly as per
instructions 4 above.
1. Which of the following compound on reductive ozonolysis does not give glyoxal as one of the product.
(1) (2) (3) (4)
2. How many isomeric structural alkene on catalytic hydrogenation gives 3-Methyl hexane.
(1) 3 (2) 4 (3) 5 (4) 6
D
3. Compound A (C6H12) does not absorb H2 in presence of Ni. It forms two monochloro isomers on
photochemical chlorination. Its structure can be :
(1) (2) (3) (4)

O
4. Which alkyne will give 3-Ethyl heptane on catalytic hydrogenation.
(1) (2) (3) (4)
5. Compound 'A' gives red precipitate with Cu2Cl2 / NH4OH solution and decolourises bromine water. The
C
compound 'A' can be :

(1) CH2 = CH − C − CH3 (2) CH2 = CH − C − H
|| ||
O O
(3) CH3–CCH (4) PhCHO
6. An organic compound does not react appreciably with Lucas reagent but give white precipitate with
Tollen’s reagent. Which is the possible structure of compound ?
(1) (2)
OH
(3) (4) CH2=C=CH–CH2–OH
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7. Which of the following compounds will give a positive iodoform test ?
(1) Methanol (2) 2,2-Dimethylpropanol
(3) Ethanol (4) Methanal
8. The following two compounds I and II can be distinguished by using reagent
(I) (II)
(a) aq. NaHCO3 (b) Neutral FeCl3 (c) Fehling solution (d) Na metal
(1) a or c (2) b or c (3) c or d (4) b or d
9. Which of the following compound cannot give Iodoform when react with IO–(hypoiodite).
(1) (2)
EX
(3) (4)
10. How many structural isomeric ketones having molecular formula (C5H10O) give iodoform test ?
(1) 1 (2) 2 (3) 3 (4) 4
11. Which of the following statement is incorrect :
(1) Phenol gives positive bromine water test
(2) Aniline gives foul smelling compound on reaction with CHCl 3 + KOH
(3) Formic acid gives positive Tollen's test
(4) Nitrobenzene gives positive Tollen's test
NH2 CH2–NH2
12. and can be distinguish by

D
Me
(1) CHCl3 + KOH (2) NaNO2 + HCl followed by -Napthol
(3) CS2 + HgCl2 (4) Na Metal
O3
13. (x) C7H12 P+Q
Me2S
Compound P responds to Tollen’s test and iodoform test but Q does not respond with both the
reagents. Structure of compound (x) is :
O
(1) (2) (3) (4)
H / Ni Cl / h
14. ⎯⎯⎯⎯
2
→ P ⎯⎯⎯⎯
2
→ Q (Total number of monochloro structural products).
(1) 2 (2) 3 (3) 4 (4) 5

C
15. Yellow precipitate obtained during the test of halogen by lassaigne’s test is due to the formation of
(1) AgF (2) AgCl (3) AgBr (4) None of these
16. A research scholar get a mixture of three product during an experiment with ammonia. In product I only
one H of ammonia is replaced by ethyl group and in II two H atoms of ammonia are replaced by ethyl
groups and in III all the H-atoms are replaced by ethyl groups. Which test he should use to distinguish
or separate the products :
(1) Carbyl amine test (2) Iodoform test
(3) Fehling solution test (4) Hinsberg test
17. How many alcohols give immediate turbidity with Lucas reagent having molecular formula (C 5H12O):
(1) 1 (2) 2 (3) 3 (4) 4
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18. Which of the following compound can give test with Tollen's reagent and yellow precipitate with iodine
in NaOH ?
(1) CH2=O (2) CH3–CH=O
(3) CH3–CH2–CH=O (4)
19. Which is incorrect match with respect to the reagent used for lab test ?
(1) Carbohydrates → -Naphthol (Molish reagent)
(2) Nitro ethane → Zn, NH4Cl and AgNO3 (Mulliken Barker test)
(3) Phenol → Anhydrous ZnCl2 + Conc. HCl (Lucas Reagent)
(4) Benzoic acid → NaHCO3
20. How many hydrocarbons having molecular mass 68 can give white precipitate with Tollen's reagent
(1) 1 (2) 2 (3) 3 (4) 4
EX
21. On oxidative ozonolysis of 3-Methylhex-3-ene, two products A & B are formed. A gives CO 2 gas with
sodium bicarbonate, but B can not. The structures of A & B are respectively :
(1) & CH3–CH2–COOH
(2) CH3–CH2–COOH & CH3–CH2–CH=O

(3) CH3–CH2–COOH &
(4) CH3–CH2–CH2–COOH &
22. and can be differentiated by :

(1) Carbylamine reaction (2) Iodoform test
D
(3) Cold KMnO4 (4) Br2–H2O
23. Test to differentiate between ethanol (CH3CH2OH) and phenol (Ph–OH) is/are :
(1) Litmus test (2) Neutral FeCl3
(3) Sodium metal test (4) All of these
24. Which of the following compound gives azo dye test ?
O
(1) (2) (3) (4)
25. A compound (P), obtained as an ozonolysis product of (Q) gives brisk effervescence with Na, violet
coloration with neutral FeCl3 and silver mirror with Tollen's reagent. (Q) may be:
C
(1) (2)
(3) (4) All of these
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26. Which of the following reagent can distinguish the given compound I & II ?
&
(1) Na metal (2) NaHCO3 (3) Lucas Reagent (4) 2, 4-D.N.P

27. A compound (P) on reaction with “Q” in basic medium (KOH) gives a bad smelling compound
(CH3CH2NC). Compound Q can be prepare by reaction of acetone with calciumhypochlorite (Ca(OCl) 2].
P and Q can :
(1) CH3–CH2–NH2 & CHCl3 (2) CH3–CH2–NO2 & CH3Cl
EX
(3) CH3–CH2–NH–CH3 & COCl2 (4) (CH3–CH2) 3N & Cl2
28. Which of the following can gives Hinsberg test :
(1) CH3–CH2–OH (2) CH3–CH2–NO2
(3) CH3–CH2–NH2 (4) CH3—C—NH2
O
29. Identify a reagent from the following list which can easily distinguish between 1-butyne and 2-butyne.
(1) bromine, CCl4 (2) H2/Ni
(3) dilute KMnO4 (4) ammonical Cu2Cl2 solution
30. Acetaldehyde and Propyne can be distinguish by :
(i) Tollen’s reagent (ii) I2/NaOH (iii) Lucas reagent (iv) neutral FeCl3
(1) (i) , (ii) & (iii) (2) (ii) & (iii) (3) (i) & (ii) (4) (iii) & (iv)
Practice Test (JEE-Main Pattern)

D
OBJECTIVE RESPONSE SHEET (ORS)
Que. 1 2 3 4 5 6 7 8 9 10
Ans.
Que. 11 12 13 14 15 16 17 18 19 20
O
Ans.
Que. 21 22 23 24 25 26 27 28 29 30
Ans.
PART - II : NATIONAL STANDARD EXAMINATION IN CHEMISTRY (NSEC) STAGE-I

1. What simple laboratory test could be performed to distinguish between 1-pentyne and 2-pentyne ?
C
[NSEC-2000]
(A) the addition of Ag+ in ammonia (B) the addition of H2SO4 in Hg+2
(C) the addition of Br2 in CCl4 (D) the addition of H2 on a Pt catalyst.
2. Which of the following produces four monochloro derivatives on free radical chlorination? [NSEC-2000]
(A) 2, 2-dimethylbutane (B) Pentane
(C) 2, 2-dimethylpropane (D) 2-methylbutane
3. Which of the following tests could be performed to distinguish between 1-butyne and 2-butyne ?
[NSEC-2001]
(A) Ag+ / NH3 (B) Br2 / CCI4 (C) H2 / Pt (D) Hg+2 / H2SO4
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4. Which of the following compounds will give a positive iodoform test ? [NSEC-2001]
(A) methanol (B) 2,3-dimethyl ethanol
(C) -haloethanol (D) methanal
5. Lucas reagent is : [NSEC-2001]
(A) anhydrous CaCl2 and conc. HCl (B) anhydrous ZnCl2 and conc. HCl
(C) anhydrous AlCl3 and conc. HCl (D) anhydrous PdCl2 and conc. HCl
6. The percentage composition of the elements of C8H9ON is : [NSEC-2002]
(A) 8 : 9 : 1 : 1 (B) 71.1 : 6.7 : 11.8 : 10.4
(C) 12 : 1 : 16 : 14 (D) none of these
7. The percentage of nitrogen in a compound is determined by [NSEC-2006]
(A) Nessler`s method
(B) Kjeldahl`s method
(C) Carius method
EX
(D) taking the difference between total percentage and the sum of percentages of all other elements
present.
8. The percentage of oxygen in a compound is determined by : [NSEC-2007]
(A) Dumas method
(B) Kjeldahl’s method
(C) Carius method
(D) subtraction the sum of percentages of all other elements present from 100.
9. In the Dumas method for the estimation of nitrogen, 0.0237 grams of an organic compound gave 2.21
mL of nitrogen at 754.32 mm of Hg pressure at 18°C. (Aqueous tension at 18°C is 15.4 mm of Hg.)
Therefore the percentage of nitrogen in the compound is : [NSEC-2008]
(A) 20.67% (B) 10.6% (C) 11.2% (D) 13.9%
10. The reagent which will be suitable to distinguish 1-methoxy-3-methyl-2-butene from isomeric 4-methyl-
3-pentene-1-ol is : [NSEC-2009]
D
(A) bromine in chloroform. (B) alkaline potassium permanganate.
(C) ammoniacal silver nitrate. (D) sodium metal suspended in hexane.
11. Which of the following does not reduce Benedict's solution? [NSEC-2012]
(A) Glucose (B) Fructose (C) Sucrose (D) Aldehyde
12. Tollen's reagent is [NSEC-2012]
(A) Cu2O (B) [Cu(OH)4]2– (C) Ag2O (D) [Ag(NH3)2]+
O
13. The blood red color obtained in the detection of nitrogen and sulphur together in an organic compound
in Lassaigne’s test is due to [NSEC-2013]
(A) [Fe(CNS)] + (B) [Fe(CNS)2]+ (C) [Fe(CNS)3]– (D) [Fe(CNS)2] 2+
14. Fehling solution is [NSEC-2013]

(A) AgNO3 solution + NaOH solution + NH4OH
(B) Alkaline solution of Cupric ion complexed with citrate ion
(C) Copper sulphate + sodium potassium tartarate + NaOH
(D) Copper sulphate solution
C
15. Match the compounds given in list I with their characteristic reactions in list II [NSEC-2016]
List-I (Compound) List-II (Reaction)
1 Tert-butyl amine a Liberation of ammonia on heating with aq.NaOH
2 2-methyl-2-pentanol b Effervescence with NaHCO3
3 2,4,6-trinitrophenol c Foul smell with chloroform in alkaline condition
4 Cyclohexane d Formation of an water insoluble compound on treatment
carboxamide with conc. HCl and ZnCl2
(A) 1-a, 2-c, 3-d, 4-b (B) 1-c, 2-d, 3-b, 4-a (C) 1-a, 2-b, 3-c, 4-d (D) 1-d, 2-a, 3-b, 4-c
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PART - III : PRACTICE TEST-2 (IIT-JEE (ADVANCED Pattern))

Max. Time : 1 Hr. Max. Marks : 66
Important Instructions
A. General :
1. The test is of 1 hour duration.
2. The Test Booklet consists of 22 questions. The maximum marks are 66.
B. Question Paper Format :
3. Each part consists of five sections.
4. Section 1 contains 7 multiple choice questions. Each question has four choices (A), (B), (C) and (D) out
of which ONE is correct.
5. Section 2 contains 5 multiple choice questions. Each question has four choices (A), (B), (C) and (D) out
of which ONE OR MORE THAN ONE are correct.
EX
6. Section 3 contains 6 questions. The answer to each of the questions is a single-digit integer, ranging from
0 to 9 (both inclusive).
7. Section 4 contains 1 paragraphs each describing theory, experiment and data etc. 3 questions relate to
paragraph. Each question pertaining to a partcular passage should have only one correct answer among
the four given choices (A), (B), (C) and (D).
8. Section 5 contains 1 multiple choice questions. Question has two lists (list-1 : P, Q, R and S; List-2 : 1, 2,
3 and 4). The options for the correct match are provided as (A), (B), (C) and (D) out of which ONLY ONE
is correct.
C. Marking Scheme :
9. For each question in Section 1, 4 and 5 you will be awarded 3 marks if you darken the bubble
corresponding to the correct answer and zero mark if no bubble is darkened. In all other cases, minus one
(– 1) mark will be awarded.
10. For each question in Section 2, you will be awarded 3 marks. If you darken all the bubble(s)
corresponding to the correct answer(s) and zero mark. If no bubbles are darkened. No negative marks will
D
be answered for incorrect answer in this section.
11. For each question in Section 3, you will be awarded 3 marks if you darken only the bubble corresponding
to the correct answer and zero mark if no bubble is darkened. No negative marks will be awarded for
incorrect answer in this section.
SECTION-1 : (Only One option correct Type)

This section contains 7 multiple choice questions. Each questions has four choices (A), (B), (C)
and (D) out of which Only ONE option is correct.
O
1. An organic compound “A” of molecular weight 120, gives Tollen’s reagent test and 2,4-DNP test but no
Iodoform with I2/OH. The compound “A” may be :
(A) Benzoic acid (B) Phenyl methyl ketone
(C) 2-phenyl ethanal (D) 1-phenyl ethane
2. A hydrocarbon on oxidative ozonolysis produces Oxalic acid and Butanedioic acid. Its structure is
C
(A) (B) (C) (D)
3. Farnesene is a compound found in the waxy coating of apples. On hydrogenation it gives 2,6,
10-Trimethyl dodecane. On ozonolysis it gives one mole acetone, one mole of formaldehyde, one mole
of 2-Methylpentanedial and one mole of 4-Oxopentanal. The structure proposed for Farnesene may be
(A) (B)
(C) (D)
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4. A compound P(C5H6) gives positive Bayer test and on hydrogenation form a hydrocarbon B(C 5H10)
which gives only one monochloro product. The compound 'P" is.
(A) (B) (C) (D) CHC–CH2–CH=CH2
5. ‘X’ compound (C4H8O) decolorises bromine water & gives instant turbidity with Lucas reagent. When ‘X’
react with I2 & NaOH it give yellow ppt Identify ‘X’.
O CH3
(A) CH3–C–CH2–CH3 (B) CH 3–CH–CH=CH 2 (C) CH3–C–CH3 (D) CH3–HC=CH–CH2
OH OH OH
6. Compounds I and II can be distinguished by using reagent.
() (II)
EX
4–Hydroxy–4–methylpent–2–enoic acid 5–Hydroxypent–2–ynoic acid
(A) NaHCO3 (B) Br2 / H2O
(C) HCl / ZnCl2 (anhydrous) (D) Cu2Cl2 / NH4OH
7. Which of the following test will not be given by (Squaric acid)
(A) Br2 water test (B) 2, 4-DNP test (C) Neutral FeCl3 (D) Tollen’s test
Section-2 : (One or More than one options correct Type)

This section contains 5 multiple choice questions. Each questions has four choices (A), (B), (C)
and (D) out of which ONE or MORE THAN ONE are correct.
D
8. Which of the following compounds after complete hydrogenation will form three monochloro structural
isomeric products ?
(A) (B)
C  CH
(C) (D) |
HC  C – CH – C  CH
O
9. A organic compound having molecular formula C3H4, react with sodium metal to give a colourless and
odourless gas. Select the correct statements about organic compound.
(A) It gives Bromine water test (B) It reacts with Bayer’s reagent
(C) It reacts with Tollen’s reagent (D) It reacts with Ammonical cuprous chloride.
10. Compound P Liberates H2 gas with Na metal. P gives white precipitate with tollen’s reagent, there is no
response towards Lucas reagent and compound Q gives instant turbidity with anhydrous ZnCl2 / HCl,
and with sodium metal 1 mole of compound Q liberates 11.2 litre H 2 gas at STP. Find the structural
C
formula of compound P and Q.

O CH3
|| |
(A) P is CH2 = CH − C − H (B) Q is CH3 − C − CH2 − O − CH3
|
OH
CH3
|
(C) P is CH3–O–CC–H (D) Q is CH3 − C − CH − CH3
| |
OH OH
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CHO
(1) O3
CH3–CH
(2) Zn/H2O
CHO
11. C8H12
(X) H2/Ni
Y
True statements is/are
(A) Structure of X is .
(B) Structure of X is .
EX
(C) Y on monochlorination produce 3 monochloro structural products.
COOH
(D) Oxidative ozonolysis product of X is CH 3–CH .
COOH
O3 Molisch
12. C8H16O6(P) ⎯⎯⎯⎯ → C4H8O4(Q) ⎯⎯⎯⎯→ Violet colour ring
Zn, H2O reagent
Structure of P cannot be :
OH
(A) (B) HO OH
OH
OH OH
(C) CH2–CH–CH–CH=CH–CH–CH–CH=O (D) HOOC–CH2–CH–CH=CH–CH–CH2–COOH
D
OH OH OH OH OH OH OH
Section-3 : (One Integer Value Correct Type.)

This section contains 6 questions. Each question, when worked out will result in one integer
from 0 to 9 (both inclusive)
O
13. In how many reactions CO2 gas is released out after reaction with NaHCO3
(1) + NaHCO3 ⎯⎯→ (2) + NaHCO3 ⎯⎯→

C
(3) + NaHCO3 ⎯⎯→ (4) CH3–CH2–OH + NaHCO3 ⎯⎯→
(5) CH3–CC–H + NaHCO3 ⎯⎯→
14. How many alkenes, alkynes and alkadienes can be hydrogenated to form Isopentane (Including all
structural isomers)
15. How many acyclic structural isomeric carbonyl compound having molecular formula C 6H12O can gives
haloform test.
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16. Structure of Ascorbic acid is represented as follows.
(Ascorbic acid)
How many of the following reagents can give positive test with ascorbic acid.
Na Metal HCl + ZnCl2 FeCl3
(III) (IV) (V)
NaOH + Phenopthalein dil.KMnO4 Br2/H2O AgNO3 + NH4OH I2 + NaOH
(VI) (VII) (VIII) (XI) (X)
EX
17. Observe the the following compounds.
O Me
OH
CH3
CH3 Ph
CH3–C–OH C
CH3 O
O
(I) (II) (III) (IV) (V)
O Ph
CH3 O CH3
Ph – CH – CH3
CH3–CH–CH2–CH3 C C
|
OH O O OH
(VII) (VIII) (IX)
(VI)
D
Number of compound which can gives positive Haloform test = (x)
Number of compound which can gives positive Lucas reagent test = (y)
Report your answer (x + y)
18. ‘n’ number of alkenes yield 2,2,3,4,4-pentamethyl-pentane on catalytic hydrogenation and ‘m’ number
of monochloro structural isomers are possible for this compound.
Report your answer as (n + m).
O
SECTION-4 : Comprehension Type (Only One options correct)
This section contains 1 paragraphs, each describing theory, experiments, data etc. 3 questions
relate to the paragraph. Each question has only one correct answer among the four given
options (A), (B), (C) and (D).
Comprehension #
Aldehyde and ketones may be prepared by reductive cleavage of carbon-carbon double bonds. A
particularly useful reagent for this purpose is ozone under reductive conditions results in the formation
C
of carbonyl compounds.
O3 / Zn
19. ⎯⎯⎯⎯ → Products
H2O
Which of the following product is not formed in above reaction -
(A) (B) O O (C) H–C–H (D) CH3–C–H

O O
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O3 / Zn
20. (X) ⎯⎯⎯⎯ → CO2 + CH3–C–H + OHC–C–CHO
H2O
O O
(X) is :
CH3 H3C
(A) C C (B) C CH CH
H H3C
(C) C (D) CH3 C C

H
O / Zn
21. ⎯⎯⎯⎯
3
→ Products
H2O
EX
Which of the following product is not formed in above reaction -
Products are :
(A) H–C–H (B) OHC–C–CH 2–CHO
O O
(C) OHC–CH2–C–CH2 CHO (D) H–C–C–H

O O O
SECTION-5 : Matching List Type (Only One options correct)
This section contains 1 questions, Question has two matching lists. Choices for the correct
combination of elements from List-I and List-II are given as options (A), (B), (C) and (D) out of
which one is correct.
D
22. Match the column :
Column-I Column-II
CH3–CH=CH–CH2– –CH3
(P) (1) Bromine water solution decolourised
O
(Q) (2) Precipitate obtained with AgNO3 + NH4OH
(R) (3) CO2 gas liberated by NaHCO3

C
(S) (4) Yellow precipitate by 2, 4-DNP
Code :
(P) (Q) (R) (S)
(A) 1 1, 2 4 3
(B) 1, 4 1, 2 2, 3, 4 3
(C) 1 2 4 3
(D) 1, 4 1, 2, 3 2, 3, 4 3
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Practice Test-2 ((IIT-JEE (ADVANCED Pattern))

OBJECTIVE RESPONSE SHEET (ORS)
Que. 1 2 3 4 5 6 7 8 9 10
Ans.
Que. 11 12 13 14 15 16 17 18 19 20
Ans.
Que. 21 22
Ans.
EX
PART - IV : ADDITIONAL THEORY & EXERCISE (FOR JEE-MAIN)
ADDITIONAL THEORY
1. Quantitative analysis :
After the detection of various elements in the organic compound, the next step is the determination of
their percentage composition. The determination of the percentage of various elements is also referred
to as estimation of elements. The different methods employed for the estimation of various elements
are being discussed as follows :
(1) Estimation of Carbon and Hydrogen :

(Liebig’s Method)
Carbon and hydrogen in the organic compound are estimated together.
D
Principle :
A known mass of the organic compound is heated with dry copper oxide in an atmosphere of air or
oxygen free from moisture and carbon dioxide. The carbon and hydrogen of the organic compounds are
oxidized to carbon dioxide and water respectively.
C + 2CuO ⎯⎯→ CO2 + 2Cu
2H + CuO ⎯⎯→ H2O + Cu
Carbon dioxide produced is collected in potash bulbs (containing KOH) whereas water is absorbed in
O
calcium chloride tube (containing CaCI2). The respective masses of CO2 and H2O are determined by
difference.
Knowing the masses of CO2 and water vapours formed and the mass of the compound taken, the
percentage of carbon and hydrogen can be calculated.
Calculations :
Let the mass of the organic compound taken = w g
Mass of water formed = x g
(Indicated by increase in the mass of U tube)
C
Mass of carbon dioxide formed = y g

(Indicated by increase in the mass of potash bulb)
(i) Percentage of Carbon :

44 g of CO2 (G.M.M.) contains carbon = 12 g
12y
y g of CO2 contains carbon = g
44
12y
Now, g of carbon is present in w g of organic compound.
44
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12y
 Percentage of carbon in the organic compound = × 100
44  w
(ii) Percentage of Hydrogen :
18 g of H2O (G.M.M) contains hydrogen = 2g
2x
x g of H2O contains hydrogen = g
18
2x
Now, g of hydrogen is present in w g of organic compound.
18
2x
 Percentage of hydrogen in the organic compound = × 100
18w
12  WCO2  100 2  WH2O  100
In Short, %C = and %H =
44  Wsubs tan ce 18  Wsubs tan ce
EX
Que. 0.378 g of an organic acid gave on combustion 0.264 g of carbon dioxide and 0.162 g of water vapour.
Calculate the percentage of C and H.
Ans. Mass of organic compound = 0.378 g
Mass of CO2 formed = 0.264 g
Mass of H2O formed = 0.162 g
(i) Percentage of carbon
44 g of CO2 contains carbon = 12 g
12
0.264 g of CO2 contains carbon = × 0.264 = 0.072 g
44
0.072
Percentage of carbon = × 100 = 19.04%
0.378
(ii) Percentage of hydrogen
18 g of H2O contains hydrogen = 2 g
2
D
0.162 g of H2O contains hydrogen = × 0.162 = 0.018 g
18
0.018
Percentage of hydrogen = × 100 = 4.76%
0.378
(2) Estimation of Nitrogen :
There are two methods in use for the estimation of nitrogen. These are :
(A) Duma’s Method (B) Kjeldahl’s Method.
O
(A) Duma’s Method : This method is applicable to nitrogenous compounds.
Principle : A known mass of the organic compound is heated strongly with excess of copper oxide in
an atmosphere of carbon dioxide. The carbon and hydrogen are converted to CO 2 and water. Nitrogen
is set free as dinitrogen. If any oxide of nitrogen is produced, it is reduced to dinitrogen by passing over
hot reduced copper spiral. The dinitrogen is collected over the concentrated solution of potassium
hydroxide and its volume is measured at room temperature and atmospheric pressure.
The chemical reaction can be represented as :
C
Calculations :
Let the mass of the organic compound taken = W g
Volume of moist N2 collected = v cm3
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Barometric pressure = P mm
Room temperature = TK
Pressure of water vapours at T K = p mm
Pressure of dry N2 = (P – p) mm
Step I. To reduce the volume of N2 to S.T.P.
V1 = v cm3, V2 = ?
P1 = (P – p), P2 = 760 mm
T1 = T, T2 = 273 K
P1V1 PV
= 2 2
T1 T2
P1V1 T (P − p)  273
V2 = × 2 =
T1 P2 T  760
Step II. Calculation of percentage of nitrogen
EX
28 V2
22400 cm3 of N2 at S.T.P. weights = g
22400
28 V2
Now amount of nitrogen present in W g of organic compound = g
22400
28 V2 100
Percentage of N in organic compound = × .
22400 W
28  VN2 (S.T.P.)  100
In Short, % N =
22400  WSubs tance
Questions based on Duma’s Method :

Que. 0.25 g of an organic compound gave 30 cm3 of moist dinitrogen at 288 K and 745 mm pressure.
Calculate the percentage of nitrogen. (Aq tension of 288 K = 12.7 mm).
D
Ans. Mass of the substance = 0.25 g
Volume of moist dinitrogen = 30 cm3
Temperature = 288 K
Pressure = 745 –12.7 = 732.3 mm
Step I.To reduce the volume of N2 at S.T.P.
P1V1 PV
We know , = 2 2
T1 T2
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P2, T2, V2 refer to S.T.P. conditions)
PV T 732.3  30  273
V2 = 1 1  2 = = 27.4 cm3.
T1 P2 288  760
Step II. Calculation of percentage of nitrogen.
22400 cm3 of dinitrogen at S.T.P. weighs = 28 g
28  274
27.4 cm3 of dinitrogen at S.T.P. weighs = = 0.034 g
22400
C
0.034
Percentage of nitrogen in organic compound =  100 = 13.6.
0.25
(B) Kjeldahl’s Method :
This method is simpler and convenient. It is largely used for the estimation of nitrogen in food, fertilizers
and drugs. The method is however not applicable to compounds containing nitrogen in the ring like
pyridine or quinoline etc. and the compounds containing nitro (–NO2) and diazo (–N = N–)
groups.
Principle :
A known mass of the organic compound is heated with concentrated sulphuric acid. The nitrogen in the
organic compound is quantitatively converted into ammonium sulphate. The resulting liquid is then
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distilled with excess of sodium hydroxide solution and the ammonia evolved is passed into a known but
excess volume of the standard acid (HCI or H 2SO4). The acid left unused is estimated by titration with
some standard alkali. The amount of acid used against ammonia can thus, be known and from this, the
percentage of nitrogen in the compound can be calculated.
Chemical reactions involved are :
conc.
C + H+ S CO2 + H2O + SO2
H2SO4
Organic
compound
conc.
N (NH4)2SO4
H2SO4
(NH4)2SO4 + 2NaOH Na 2SO4 + 2NH 3 + 2H2O
2NH3 + H2SO4 (NH4)2 SO4
EX
Calculation :
Let the mass of organic compound = W g
Volume of standard acid (say HCI) taken = V cm3
Let molarity of acid = M1
Let volume of acid unused be = v1
Let volume of alkali (say NaOH) of molarity M2 used for neutralising unused acid = v2
Chemical equation for titration involved is
NaOH + HCI NaCI + H2O
unused
 According to molarity relation
M2 2 M11 M
= or 1 = 2 2
1 1 M1
Volume of acid used by ammonia = (V –v1) cm3
Millimoles of acid used by ammonia = (V –v1) × M1
D
Milimoles of NH3 formed = Millimoles of acid used up = (V –v1) × M1
Mass of NH3 formed = Millimoles × 10–3 × Molar mass
= (V –v1) × M1 × 10–3 × 17g
(V – 1 )M1  10–3  17  14
=
17
Mass of N = a g (say)
a  100
Percentage of N =
O
W
1.4  M(acid)  basicity of acid  V(acid used)
In Short %N =
WSubs tan ce
1.4  N(acid)  V(acid used)
or =
WSubs tance
Questions based on Kjeldahl’s Method :

Que. During nitrogen estimation in an organic compounds by Kjeldahl’s method, the ammonia evolved from
C
0.5 g of the compound neutralised 10 ml, of 1 M H2SO4, What is the % of N in the organic compound ?
Ans. Volume of 1 M H2SO4 used by NH3 = 10 ml,
Millimoles of H2SO4 used = 10 × 1 = 10 m.moles
Millimoles of NH3 produced = 2 × millimoles of H2SO4
= 2 × 10 = 20
(2 mol of NH3 neutralise 1 mol of H2SO4)
Mass of NH3 formed = Moles of NH3 × Molar mass = 20 × 10–3 × 17 g
20  10–3  17  14 0.28  100
Mass of N = = 0.28 g % of N = = 56.0%.
17 0.5
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(3) Carius Method : It is used for the estimation of halogen, sulphur and phosphorus.
Estimation of Halogens : Halogen is estimated as silver halides.
In the process ‘w’ g of organic halide is treated with acidified silver nitrate solution to silver halide which
is washed, dried and weighed. Let ‘a’ g of AgX is obtained.
Atomic mass of X Wt. of AgX
%X= × × 100
Molecular mass of AgX Wt. of organic halide
35.5 Wt. of AgCl
Thus, % Cl = × × 100
143.5 Wt. of organic halide
80 Wt. of AgBr
% Br = × × 100
188 Wt. of organic halide
127 Wt. of AgI
% I– = × × 100
235 Wt. of organic halide
Estimation of Sulphur : Sulphur is estimated as barium sulphate. In the process ‘w’ g of organic
EX
compound having sulphur is taken in carius tube containing HNO 3 where sulphur is finally converted
into sulphuric acid. This sulphuric acid is passed through excess BaCl2 to get BaSO4 which is washed
dried & weighed. Let ‘a’ g of BaSO4 is obtained
Atomic mass of sulphur Wt. of BaSO4
%S= × × 100
Molecular mass of BaSO4 Wt. of organic compound
32 Wt. of BaSO4
%S= × × 100
233 Wt. of organic compound
Estimation of Phosphorus : A known mass of the organic compound is heated with fuming nitric acid.
The phosphorus present in the organic compound is oxidised to phosphoric acid (H 3PO4). The
phosphoric acid, thus formed is treated with magnesia mixture to get the precipitate of magnesium
ammonium phosphate (MgNH4PO4). The precipitate is separated, dried and ignited to get magnesium
pyrophosphate (Mg2P2O7). The chemical reactions involved are :
D
O
Calculations :
Let the mass of the organic compound = W g
Mass of Mg2P2O7 obtained= x g
Now, 222 g (G.M.M.) of Mg2P2O7 Contains P = 62 g
62x
x g of Mg2P2O7 contains P = g
222
62x
C
Percentage of P in organic compound = × 100

222W
62  WMg2P2O7  100
% of P =
222  WSubs tance
Que. (i) In sulphur estimation, 0.157 g of organic compound gave 0.4813 g of BaSO 4. What is the percentage
of sulphur in organic compound ?
(ii) 0.092 g of organic compound on heating is carius tube and susequent ignition gave 0.111 g of
Mg2P2O7. Calculate the percentage of phosphorus in organic compound.
Ans. (i) Mass of BaSO4 = 0.4813 g ; mass of organic compound. = 0.157 g
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32  WBaSO4  100 32  0.4813  100

%S= = = 42.10
233  WSubs tance 233  0.157
(ii) Mass of organic compound = 0.092 g ; Mass of Mg2P2O7 = 0.111 g
62  WMg2P2O7  100 62  0.111  100
% of P = = = 33.69
222  WSubs tance 222  0.092
2. Separation techniques :
Purification : Purification means the removal of undersirable impurities associated with a particular
organic compound, i.e. to obtained the organic compound in pure state.
Methods empolyed for purification of solids
Crystallisation Sublimation
EX
Crystallisation is based on the principles Certain organic substances pass directly from
of solubility of compound (solutes). solute tend to solid to vapour state on heating and vice-
be more soluble in hot liquid (solvent) than they versa on cooling. This is called sublimation
are in cool liquid. If a saturated hot solution and the process is very useful for separation
is allowed to cool, the solute is no longer of substance which sublime on heating from
soluble in the solvent and form crystals of non volatile substance.
pure compound. Solid is filtered and dried.
Examples : Examples :
(a) Sugar mixed with common salt can be Benzoic acid, naphthalene, anthracene,
purified with ethanol. camphor, indigo, anthraquinone.
(b) Phthallic acid mixed with naphthalene Solid Vapours
can be purified with hot water.
(1) Distillation : It is used to purify liquid on the basis of difference in boiling points.
D
(a) Simple distillation :
It is applied only for volatile liquids which boil without decomposition at atmospheric
pressure and contains non-volatile impurities. It can also be used for separating liquids having sufficient
difference in their boiling point.
Ex. (i) Benzene (b.pt. 80ºC) and aniline (b.pt. 184ºC)
(ii) Chloroform (b.pt. 61ºC) and aniline (b.pt. 184ºC)
(iii) Ether (b.pt. 35ºC) and toluene (b.pt. 114ºC)
O
(b) Fractional distillation :
If boiling points of liquids to be separated are closed to each other then fractional distillation is carried
out by using fractionating column.
Ex. (i) Distillation of petroleum, coal tar and crude oil.
(ii) Mixture of methanol (b.pt. 65ºC) and propanone (b.pt. 57ºC).
(iii) Mixture of benzene and toluene.
(c) Vacuum distillation (Distillation under reduced pressure) :
The compounds which decomposes on a temperature below their normal boiling points can not be
C
distilled at atmospheric pressure. If atmospheric pressure is reduced the liquid will boil earlier than its
normal boiling point.
Ex. (i) Glycerine can be distilled at 180ºC (b.pt. 280ºC) under a pressure 10-12 mm.
(ii) In soap industry, the separation of glycerol from the spent-lye as carried out by this technique.
(d) Steam distillation :
Those compounds which are steam volatile and are sparingly soluble in water can be separated by
steam distillation by passing steam through a heated flask containing the liquid to be distilled. Thus in
steam distillation the liquid gets distilled at a temperature lower than its boiling point and any chances of
decomposition are avoided.
The proportion of water and liquid in the mixture that distills over is given by the relation
Contact No. 8306007354, 8306007355 | Pin No. 324005 38
1 p1  18
=
 2 p2  M
where 1 and 2 stand for the masses of water and the organic liquid that distills over;
p1 and p2 represent the vapour pressures of water and the liquid at the distillation temperature and
M is molecular mass of the liquid (molecular mass of water being 18).
Ex. o-, m-, p-chlorotoluenes, o-, p-nitrobenzene.
(2) Solvent Extraction :

The process of separation of organic compound from its aqueous solution by shaking with a suitable
organic solvent is termed solvent extraction. The solvent should be immisible with water and the
organic compound to be separated should be highly soluble in it.
Ex. Benzoic acid can be extracted from water solution by using benzene.
(3) Chromatography :
EX
It is an extremely valuable method for separation, isolation, purification and identification of constituents
of mixture and it is based on the general principle of phase distribution.
This technique is used for the separation of components of a mixture because of the distribution of
components between a liquid as gaseous phase (mobile phase) and a solid phase (stationary phase).
Separation of compounds of mixture takes place as a result of differential adsorption - on adsorption
column. After the separation, the substances are extracted from the adsorbent with suitable solvent
which is called elusion.
Common forms of chromatograph
Mobile /
Type Use
Stationary Phase
Column Liquid / Solid Large scale separation
High performance liquid (HPLC) Liquid / Solid Qualitative and Quantitative analysis
Thin layer (TLC) Liquid / Solid Qualitative analysis
Gas liquid (GLC) Gas / Liquid Qualitative analysis
D
Qualitative and Quantitative analysis of
Paper Liquid / Solid
polar organic and inorganic compounds.
ADDITIONAL EXERCISE
Section (A) : Separation and purification
1. Chromatography is a valuable method for the separation, isolation, purification and identification of the
constituents of a mixture and it is based on general principle of
O
(1) Phase rule (2) Phase distribution
(3) Interphase separation (4) Distillation
2. Aniline is usually purified by
(1) Chromatographic technique (2) Steam distillation
(3) By addition of oxalic acid (4) Fractional crystallisation
3. Latest technique for purification, isolation and separation of organic compounds is :
(1) chromatography (2) steam distillation
C
(3) crystallisation (4) vacuum distillation

4. Steam distillation is applied to those organic compounds which are steam volatile and :
(1) soluble in water (2) insoluble is water
(3) sparingly soluble in water (4) insoluble in all solvents
5. The most satisfactory method for separating sugars is :
(1) fractional distillation (2) vacuum distillation
(3) chromatography (4) steam distillation
6. Distillation involves all the following processes except :
(1) change of state (2) boiling
(3) condensation (4) evaporation
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7. Oils are purified by :

(1) fractional distillation (2) steam distillation
(3) vacuum distillation (4) simple distillation
8. Chromatography technique is used for the separation of :
(1) small samples of mixtures (2) plant pigments
(3) dye stuffs (4) all of the above
9. Two volatile and miscible liquids can be separated by fractional distillation into pure components under
the conditions when :
(1) they have low boiling points
(2) the difference in their boiling points is large
(3) the boiling points of the liquids are close to each other
(4) they do not form azeotropic mixture
10. A fractional column is used in :
EX
(1) sublimation (2) distillation
(3) fractional distillation (4) chromatography
11. Glycerol is purified by :
(1) Steam distillation (2) Vacuum distillation under pressure
(3) Fractional distillation (4) Simple distillation
12. The boiling points of two miscible liquids, which do not form azeotropic mixture, are close to each other.
Their separation is best carried out by :
(1) Vacuum distillation (2) Fractional distillation
(3) Steam distillation (4) Redistillation
13. Two immiscible liquids are separated by :
(1) Separating funnel (2) Fractional distillation
(3) Chromatrography (4) Sublimation
D
14. Sublimation is a process in which a solid :
(1) changes into another allotropic form
(2) changes into liquid form
(3) changes into vapour form directly from solid form
(4) None of the above
15. Anthracene is purified by :
(1) Filtration (2) Distillation (3) Crystallisation (4) Sublimation
O
Section (B) : Quantitative analysis
16. In Kjeldahl’s method, nitrogen present in estimated as :
(1) N2 (2) NH3 (3) NO2 (4) None of these
17. Molecular mass of a volatile organic solid can be determined by :
(1) Silver chloride method (2) Platinic chloride method
(3) Victor Mayer’s method (4) Kjeldahl’s method
18. Catalyst used in Kjeldahl’s method for the estimation of nitrogen is :
C
(1) Sodium (2) Magnesium (3) Mercury (4) Copper

19. 6 g of the organic compound on heating with NaOH gave NH3 which is neutralised by 200 mL of 1NHCl.
Percentage of nitrogen is :
(1) 12% (2) 60% (3) 46.67% (4) 26.67%
20. The dessicants used for absorbing water during Liebig’s method for estimation of carbon and hydrogen
are:
(1) CaCl2 (2) Na2SO4 (3) MgSO4.7H2O (4) Mg(ClO4)2
21. 0.16 g of a dibasic organic acid required 25 cm3 of 0.1M NaOH for complete neutralization. The
molecular mass of the acid is :
(1) 45 (2) 90 (3) 64 (4) 128
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22. 0.28g of a nitrogenous compound was subjected to Kjeldahl's process to produce 0.17 g of NH 3. The
percentage of nitrogen in the organic compound is :
(1) 5 (2) (3) 50 (4) 80
23. The equivalent weight of an acid is equal to
(1) Molecular weight  acidity (2) Molecular weight  basicity
(3) Molecular weight/basicity (4) Molecular weight/acidity
24. In Dumas’ method for estimation of nitrogen, 0.3 g of an organic compound gave 50 mL of nitrogen
collected at 300 K temperature and 715mm pressure. What will be the percentage composition of
nitrogen in the compound. (Aqueous tension at 300K=15 mm)
(1) 22.38% (2) 17.46% (3) 55.11% (4) 82.74%
25. Liebig test is used to estimate :
(1) H (2) C (3) C and H both (4) N
EX
26. Copper wire test of halogens is known as :
(1) Liebig’s test (2) Lassaigne’s test (3) Fusion test (4) Beilstein’s test
27. During estimation of nitrogen present in an organic compound by Kjeldahl’s method, the ammonia
evolved from 0.5 g of the compound in Kjeldahl’s estimation of nitrogen, neutralized 10 mL of 1 M
H2SO4. What is the percentage of nitrogen in the compound.
(1) 84% (2) 56% (3) 72% (4) 91%
28. In Carius method of estimation of halogen, 0.15 g of an organic compound gave 0.12 g of AgBr. What is
the percentage of bromine in the compound.
(1) 18% (2) 94% (3) 63% (4) 34%
29. In sulphur estimation, 0.157 g of an organic compound gave 0.4813 g of barium sulphate. What is the
percentage of sulphur in the compound ?
(1) 38.7% (2) 18.5% (3) 42.1% (4) 1.9%
30. An organic compound having molecular mass 60 is found to contain C = 20%, H = 6.67% and N =
D
46.67% It gives violet colour with alkaline copper sulphate solution. The compound is
(1) CH3NCO (2) CH3CONH2 (3) (NH2)2CO (4) CH3CH2CONH2
31. A gaseous hydrocarbon has 85%carbon and vapour density of 28. The possible formula of the
hydrocarbon will be.
(1) C3H6 (2) C2H4 (3) C2H2 (4) C4H8
32. Two elements X (atomic weight = 75) and Y (atomic weight = 16) combine to give a compound having
O
75.8% X. The formula of the compound is :
(1) XY (2) X2Y (3) X2Y2 (4) X2Y3
33. Quantitative measurement of nitrogen in an organic compounds is done by the method.
(1) Berthelot method (2) Belstein method (3) Lassaigne test (4) Kjheldahl's method
C
Contact No. 8306007354, 8306007355 | Pin No. 324005 41
PART - I
1. (1) 2. (4) 3. (3) 4. (2) 5. (3)
6. (3) 7. (3) 8. (2) 9. (1) 10. (2)
11. (4) 12. (2) 13. (3) 14. (1) 15. (3)
16. (4) 17. (1) 18. (2) 19. (3) 20. (2)
21. (3) 22. (1) 23. (2) 24. (2) 25. (1)
26. (3) 27. (1) 28. (3) 29. (4) 30. (3)
EX
PART - II
1. (A) 2. (D) 3. (A) 4. (C) 5. (B)
6. (B) 7. (B) 8. (D) 9. (B) 10. (D)
11. (C) 12. (D) 13. (B) 14. (C) 15. (B)
PART - III
1. (C) 2. (D) 3. (C) 4. (C) 5. (B)
6. (C) 7. (D) 8. (CD) 9. (ABCD) 10. (BC)
11. (BCD) 12. (BCD) 13. 2 14. 6 15. 4
16. 6 17. 8 (5 + 3) 18. 4 19. (D) 20. (A)
D
21. (D) 22. (B)
PART - IV
1. (2) 2. (2) 3. (1) 4. (2) 5. (3)
6. (4) 7. (2) 8. (4) 9. (4) 10. (3)
11. (2) 12. (2) 13. (1) 14. (3) 15. (4)
O
16. (2) 17. (3) 18. (3) 19. (3) 20. (1)
21. (4) 22. (3) 23. (3) 24. (2) 25. (3)
26. (4) 27. (2) 28. (4) 29. (3) 30. (3)
31. (4) 32. (4) 33. (4)
C
PART – I
CHO
O / Zn
1. ⎯⎯⎯⎯
3
→ 2HCHO +
H2O
CHO
O3 / Zn
⎯⎯⎯⎯ → HCHO + + CH3CHO
H2O
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O3 / Zn
⎯⎯⎯⎯ → HCHO + H—C—C—C—H + CHO
H2O
O O O CHO
O / Zn
⎯⎯⎯⎯
3
→ O + CHO–CHO + HCHO
H2O
EX
2.
3. have two types of chemically different hydrogen atom so it forms two monochloro isomers
D
on photochemical chlorination.
Ni
4. + H2 ⎯⎯→
O
5. Terminal alkyne gives Cu2Cl2 / NH4OH and bromine water test.
6. Terminal alkyne gives white precipitate with Tollen's reagent and 1º alcohol do not react appreciably
with Lucas reagent.
7. , CH3–CH groups gives positive iodoform test.

|
OH
C
8. (a) Both does not give the test with aq. NaHCO3.
(b) II give +ve test with neutral FeCl3 due to presence of phenolic –OH group, but (I) does not.
(c) In (I) aromatic aldehyde does not give Fehling test but (II) gives.
(d) In (I) and (II) acidic hydrogen atom is present so both give +ve test with Na metal.
9. , CH3–CH groups gives positive iodoform test.

|
OH
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10. ,
11. Nitrobenzene does not give positive Tollen's test.

NH2
(1) NaNO +HCl
12. ⎯⎯⎯⎯⎯⎯⎯
2
→ Orange–Red dye
(2) -Napthol
Me
CH2–NH2 CH 2–OH
NaNO +HCl
⎯⎯⎯⎯⎯⎯
2
→ + N2
EX
O3
13. CH3CHO +
Me2S
H / Ni Cl / h
14. ⎯⎯⎯⎯
2
→ ⎯⎯⎯⎯
2
→ +
15. NaBr + AgNO3 ⎯⎯→ AgBr (yellow)

16. 1º, 2º and 3º amine mixture can be seperated by Hinsberg reagent.
17.
D
18. Acetaldehyde is the only aldehyde which gives haloform test.
19. Phenol does not gives Lucas reagent test.
20. C5H8 , (Molecular Mass = 68)
O /H O
21. ⎯⎯⎯⎯
3 2
⎯
→ CH3–CH2–COOH +
O
22. 1º and 2º amine can be differentiated by Carbylamine test.
23. Ethanol can not give neutral FeCl3 test but phenol gives this test.
24. Aromatic 1º amine gives positive azo dye test.
OH
C
COOH
O / Zn
25. ⎯⎯⎯⎯
3
→
26. Lucas reagent is used to distinguish alcohol and phenol.

27. CH3–CH2–NH2 + CHCl3 + KOH ⎯→ CH3CH2NC
CH3–CO–CH3 + Ca(OCl)2 ⎯→ CHCl3 + (CH3COO)2Ca
28. Amines give positive Hinsberg test.
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Cu Cl
29. CH3–CH2–CCH ⎯⎯⎯⎯
2 2
→ + NH4Cl + H2O
NH4OH
30. Acetaldehyde and Propyne can be distinguish by tollen's reagent and Iodoform test.
PART - III
1. The given compound gives Tollen’s reagent and 2,4-DNP test i.e. the compound is aldehyde. Further it
gives no Iodoform test. From the given molecular formula C 8H8O is expected. Therefore the correct
answer is (C).
O3
2. ⎯⎯⎯ →
Oxidation
EX
O / Zn
3. ⎯⎯⎯⎯
3
→ 2-methylpentanedial+4-oxopentanal+formaldehyde+acetone.
Cl
Cl / h
4. ⎯⎯⎯⎯
2
→
5. CH 3–CH–CH=CH 2 gives bromine water test, Lucas reagent test and haloform test.
OH
6.
D
(I) gives immediate turbidity by Lucas reagent and (II) does not give turbidity appriciably.
7. Terminal alkyne and –CH=O group gives positive test with tollens reagent.
H / Ni
8. ⎯⎯⎯⎯
2
→
C  CH CH2 – CH3
O
H2 / Ni
| ⎯⎯⎯⎯ → | 3 monochloro product
HC  C – CH – C  CH H3C – CH2 – CH – CH2 – CH3
Both structures give three monochloro structural isomeric products.
Na
9. C3H4  CH3–C C–H CH –C C Na + ½H2
3
Br2 + H2O
+ve
Bayer's Reagent +ve
C
Cu2Cl2 + NH4OH
+ve
AgNO3 + NH4OH
+ve
10. CH3–O–CC–H gives white precipitate with tollen’s reagent and Liberates H2 gas with Na metal.
CH3
|
CH3 − C − CH2 − O − CH3 gives instant turbidity with anhydrous ZnCl2/HCl and Liberates half mole H2 gas
|
OH
with sodium metal.
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H / Ni Cl / h
11. X= ⎯⎯⎯⎯
2
→ ⎯⎯⎯⎯
2
→ 3 structural products
12. Carbohydrate (-hydroxy carbonyl) gives postive test with molisch reagent.
13. (1) + NaHCO3 ⎯⎯→ + H2O + CO2
(2) + NaHCO3 ⎯⎯→ + H2O + CO2
EX
(3) + NaHCO3 ⎯⎯→ (–ve)
(4) CH3–CH2–OH + NaHCO3 ⎯⎯→ (–ve)

(5) CH3–CC–H + NaHCO3 ⎯⎯→ (–ve)
CH3 CH3
14. CH3 –C=CH–CH3 CH3 –CH–CH=CH2

CH3 CH3 CH3
CH3–CH–C CH H2C =C–C=CH2 CH3 –C=C=CH2
D
15. CH3–C–CH2–CH2–CH2–CH3 CH3–C–CH–CH2–CH3
O O CH3
CH3
CH3–C–CH2–CH–CH3 CH3–C–C–CH3
O CH3 O CH3
16. Na Metal, HCl + ZnCl2, FeCl3, NaOH + Phenolpthalein, dill.KMnO4, Br2/H2O gives positive test with
O
ascorbic acid.
17. Compound (I), (IV), (V), (VII) and (IX) gives positive haloform compound (III), (VII) and (IX) gives
positive Lucas reagent, x = 5, y = 3 so, (5 + 3) = 8.
18. Only one alkene

C
Three monochloro isomers are possible as it has three different types of 'H' atoms.
reductive
19. ⎯⎯⎯⎯→ O+O O + H–C–H
ozonolysis
O
CH 3
20. C C reductive
⎯⎯⎯⎯→ CH3–C–H + CO2 + OHC–C–CHO
H ozonolysis
O O
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⎯⎯⎯⎯→ 2HCHO + H–C–C–CH2–C–H + H–C–CH2–C–CH2–C–H

reductive
21.
ozonolysis
O O O O O O
22. Due to unsaturation brown colour of Br2/H2O decolourises. Carboxylic acid gives CO2 gas with
NaHCO3. Aldehydes gives black or silver ppt. with Tollen's reagent and terminal alkyne gives white ppt.
with tollen's reagent. group gives positive 2,4-DNP test.
PART - IV
11. Because glycerine decomposes at its boiling point.
EX
12. If boiling points are closer then best separation is done by fractional distillation.
14. Solid substances are directly converted into vapour during sublimation.
16. In this method the nitrogen present is quantitatively converted into (NH 4)2SO4 on heating with conc.
H2SO4. The (NH4)2SO4 is then treated with standard alkali solution to liberate NH3, which is absorbed in
H2SO4 to obtain precentage of nitrogen.]
17. Molecular mass of a volatile organic solid can be detemined by Victor Mayer’s method.
 Option (3) is correct.
18. Catalyst used in Kjeldahl’s method for the estimation of nitrogen is mercury.
 Option (3) is correct.
20. Anhydrous CaCl2 and Mg(ClO4)2 are used as desiccants because they are efficient absorbent of water.
2.5 m mol NaOH  1.25 m mol dibasic acid reqd.
D
21.
1.25 × 10–3 mol = 0.16 g
0.16
1 mol = g = 128 g
1.25  10−3
 14 
22. 0.17g NH3 will contain   0.17 g of nitrogen, i.e. 0.14g of nitrogen
 17 
Mass of nitrogen 0.14
% Nitrogen = × 100 = × 100 = 50%
O
Mass of compound 0.28
24. Volume of nitrogen collected at 300K and 715 mm pressure is 50 mL

Actual pressure = 715 – 15 = 700 mm
273  700  50
Volume of nitrogen at STP = = 41.9 mL
300  760
22,400 mL of N2 at STP weighs = 28 g
28  41.9
41.9 mL of nitrogen weighs = g
22400
C
28  41.9  100
Percentage of nitrogen = = 17.46%
22400  0.3
31. Mol. wt. = 2 × Vapour density

= 2 × 28 = 56
Contact No. 8306007354, 8306007355 | Pin No. 324005 47

Structure Identification &amp; POC

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Structure Identification &amp; POC

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STRUCTURAL IDENTIFICATION &

PRACTICAL ORGANIC CHEMISTRY

Additional Problems For Self Practice (APSP) 23 – 41

JEE (Advanced) Syllabus

JEE (Main) Syllabus

Section (A) : Degree of unsaturation and catalytic hydrogenation

CH = CH2 CH2 – CH3

Section (B) : Monochloroination & ozonolysis reactions

(1) O3 R–C–C–H + ZnO + H2O

5. Practical Organic Chemistry (POC) :

(2) Test for unsaturation :

(ii) Baeyer reagent (Cold dil. alkaline KMnO4 Pink/purple solution) :

(3) Test for terminal Alkyne

(iii) Cerric Ammonium Nitrate test : (Group reagent for alcohols)

(7) Test for aldehydes :

Tollen’s Reagent gives silver mirror or Black precipitate with aldehydes.

RCHO + 2Cu2+ + 3OH  RCOO + + 2H2O

(c) Benedict solution :

Aldehyde gives positive test with Benedict solution.

(9) Test for acids/esters/amides :

HCl + NaHCO3  NaCl + H2CO3 

(iv) Esters are sweet (fruity) smelling liquids.

1° Aliphatic Amine : R–CH2–NH2 R–CH2–OH + N2 

1° Aromatic Amine : ¼diazonium salt)

* 2° Amine and 3° Amine do not give this test.

(iii) Hofmann mustard oil test

* 2° Amine and 3° Amine do not give this test.

(11) Test of nitro group : (Mulliken-Barker’s test)

(12) Test for carbohydrates & sugars

Xanthoproteic test & Biuret test are given by proteins.

Section (E) : Elements detection

(2) Detection of other elements :

(iii) Test for halogens :

 Marked questions are recommended for Revision.

PART - I : SUBJECTIVE QUESTIONS

Section (B) : Monochloroination & ozonolysis reactions

B-3. Write the product of following reactions :

Section (C) : Test for acidic hydrogen & unsaturation

Section (D) : Test for functional groups

 Identify the structure of X : 

Identify the structure of P : 

Identify the structure of amine.

Section (E) : Elements detection

PART - II : ONLY ONE OPTION CORRECT TYPE

(A) (B) (C) (D)

ozonolysis. What is its structure?

Section (C) : Test for acidic hydrogen & unsaturation

(C) CH3–CH2–CCH (D)

Section (D) : Test for functional groups

(a) aq. NaHCO3 (b) Neutral FeCl 3

(C) (D) CH3–CHO

D-4. The compound A gives following reactions.

(C) (D) CH3 CH2 C OH

D-8. A positive carbylamine test is given by :

Section (E) : Elements detection

PART - III : MATCH THE COLUMN

1. Match the column :

(A) Cl2 / h (p) =1

(C) Cl2 / h (r) =3

(A) , (p) Tollen’s reagent

(C) (r) Lucas reagent

 Marked questions are recommended for Revision.

PART - I : ONLY ONE OPTION CORRECT TYPE

(A) (B) (C) (D)

Structure Identification & POC

Structure Identification & POC