ORGANIC CHEMISTRY

TARGET : JEE (Main + Advanced) 2016

Course : VIJETA (JP) NO. 32

This DPP is to be discussed in the week (12-10-2015 to 17-10-2015)

DPP No. # 32 (JEE-ADVANCED)

Total Marks : 42 Max. Time : 28 min.
One or more than one choice Objective Q.1 to Q.4 (3 marks, 2 min.) [12, 08]
Comprehension Type(One Option Correct) ('–1' negative marking) Q.5 to Q.7(3 marks, 2 min.) [09, 06]
Matching List Type (One Option Correct) ('–1' negative marking) Q.8 (3 marks 2 min.) [03, 02]
Single Integer Type Questions Q.9 to Q.10 (3 marks 2 min.) [06, 04]
ChemINFO : 4 Questions ('–1' negative marking) Q.11 to Q.14 (3 marks, 2 min.) [12, 08]

ANSWER KEY
DPP No. # 32 (JEE-ADVANCED)
1. (BD) 2. (ABC) 3. (BD) 4. (ABC) 5. (C) 6. (D) 7. (B)
8. (D) 9. 04 10. 4 11. (C) 12. (A) 13. (B) 14. (C)

1. MeMgBr
1.    acetone as the sole organic product. (dsoy ,flVksu mRikn izkIr gksrk gSA)
2. H3O

which is/are correctly matched with R and R.

fuEu esa ls dkSu R rFkk R ds fy, lgh lqesfyr gSa %
(A) R = – H (B*) R’ = (C) R’ = (D*) R = – CH3

1. MeMgBr 
Sol.    +
2. H3O

2. The product of the following reaction shows positive test with

fuEu vfHkfØ;k dk mRikn fdlds lkFk /kukRed ijh{k.k n'kkZrk gS %

NH
3 Br / NaOH
  2  product. mRikn
 

(A*) (CHCl3 + KOH)/(Carbyl amine test) (B*) HNO2, (-naphthol test)

(C*) Ph–SO2Cl/NaOH (Hinsberg test) (D) Neutral FeCl3 Test

(A*) (CHCl3 + KOH)/(dkfcZy ,ehu ijh{k.k) (B*) HNO2, (-us¶FkkWy ijh{k.k)

(C*) Ph–SO2Cl/NaOH (fgUlcxZ ijh{k.k) (D) mnklhu FeCl3 ijh{k.k

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 3NH Br / NaOH
Sol.   2 
 

3. The possible products in the following sequence of reaction is/are :

fuEufyf[kr vfHkfØ;k vuqØe ds lEHkkfor mRikn dkSuls gS \
KCN  
OH
CH3–CH=O + HCHO  H O
  3 


H

OH
|
(A) CH3 – CH – CH – COOH (B*) CH2 – CH2 – CH – COOH
| | |
OH OH OH

(C) CH2 – CH – COOH (D*) CH3 – CH – CH2 – CH – COOH

| | | |
OH OH OH OH

(i) KCN / H
OH
Sol. CH3–CH=O + HCHO  CH2–CH2 –CH=O + CH 3–CH–CH2 –H=O   
(ii) H3O

OH OH

CH2–CH2 –CH–COOH + CH3 –CH–CH2–CH–COOH

OH OH OH OH

4. Which of the following reactions are correct for major product ?

fuEu esas ls fdu vfHkfØ;kvksa esa izkIr eq[; mRikn lgh fn;k x;k gS \

(1)  CN
(A*)
(2) HCl
O O
CN

(B*) (1) CH3MgBr

OH
(2) H, H2O
O CH3

(C*)

(1) LiAlH 4
(D)
(2) H , H 2O /
O OH

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Comprehension #
Observe the following sequence of reaction

vuqPNsn #
fuEufyf[kr vfHkfØ;k vuqØe ij fopkj dhft,s %

5. The product Y is
mRikn Y gS %

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

6. The product U is
mRikn U gS %

(A) (B)

(C) (D*)

7. Compound 'Y' on reaction with CO2/NaOH followed by and pyridine produces :

;kSfxd 'Y' CO2/NaOH ds lkFk vfHkfØ;k djus ds ckn rFkk fijhMhu ds lkFk vfHkfØ;k djus ij dkSulk mRikn
nsrk gS %

(A) (B*)

(C) (D)

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8. Match list I (reaction) with II (product) and then select the correct answer from the codes given below the
lists:
lwph I (vfHkfØ;k) dks lwph II (mRikn) ds lkFk lqesfyr dhft, rFkk lwphc) fd;s x;s dksM ds vk/kkj ij lgh mÙkj dk p;u
dhft,A
List I List II
(Reactions) (Product)
lwph&I lwph&II
(vfHkfØ;k) (mRikn)


(i) OH
(P) MeCO(CH2)4COMe 
(ii) 
 (1)


OEt
(Q) (CH2)4  (2)

(R) PhCHO + 3

CH COO –
 (3) (Ph)2 C — COO –
|
OH

OH
(S) PhCOCOPh  (4)
Codes dksM :
P Q R S P Q R S
(A) 1 2 3 4 (B) 1 2 4 3
(C) 2 1 3 4 (D*) 2 1 4 3

OH OH 
Sol. (A)   
int ramolecular H2O
aldol condensation

 
O Et O Et
 
       
(B) Dieckmann Re action
(Intra claisen condensation)

(C) Perkin's condensation reaction. (ifdZu la?kuu vfHkfØ;k)

(D) Benzil-Benzilic acid rearrangement (csfUty&csfUtfyd vEy iqufoZU;kl)

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 O NH2OH / H 
9. 3
   
excess
The total number of isomeric products (including stereomers) formed at the end of the reaction is :
vfHkfØ;k ds vUr esa dqy fdrus leko;oh mRikn ¼f=kfoe leko;oksa dks lfEefyr djrs gq,½ izkIr gksrs gS %
Ans. 04

Sol. O
3 NH OH / H
2  
  
excess

cis - cis
trans - trans
cis R trans
trans S cis
Total isomeric product = 4

gy- O
3


lei{k - lei{k
foi{k - foi{k
lei{k R foi{k
foi{k S lei{k
dqy leko;oh mRikn = 04

10. How many moles of formaldehyde is formed by the complete hydrolysis of following compound with H 3O+.
fuEufyf[kr ;kSfxd ds H3O+ ds lkFk iw.kZ ty vi?kVu ij fdrus eksy QkWesZfYMgkbM curs gSA

Ans. 4

O O O O O O O O OH

4 3 2 1
Sol. 
H3 O

CH 3–OH + 4CH3 –CH=O + 4HCHO

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 ChemINFO-2.7 Chemistry in Every day life
Daily Self-Study Dosage for mastering Chemistry

Sulpha drugs : A group of drugs which are derivatives of sulphanilamide are known as sulpha drugs.
A large range of sulphonamide analogues was synthsized in the laboratory. Sulphadiazine, sulpha guamidine,
sulpha pyridine, sulphathiozole etc. are some important sulpha drugs.

Antiseptic and Disinfectants :

Antiseptics : are also chemicals either kill & prevent the growth of micro organisms.
Antiseptics are applied to the living tissues such as wounds, cuts ulcers and diseased skin surface.
Eg. Furacin, Soframycin etc.
Commonly used antiseptic is detol, It is a mixture of chloroxylenol and terpinol. Bithional is added to soaps to
impart antiseptic properties.

Iodine, its 2-3% solution in alcohol, water mixture known as tincture iodine. It is applied on wounds as antiseptic.
Iodoform is also used as antiseptic for wounds. Boric acid in dilute aqueous solution is weak antiseptic for eyes.
Disinfactants : are the substance which applied to inanimate objects such as floors driange system instruments
etc.
One substance can act as an antiseptic and also act as disinfactants :
Ex. (a) 0.2% solution of phenol is an antiseptic 1% solution disinfectant.
(b) chlorine in 0.2-0.4 ppm is used as disinfectant for drinking water.

Memorize this theory as soon as you get the DPP. Revise it regularly and master this concept by practice.
11. The antiseptic added in soaps : 13. Detol is a mixture of :
(A) Furacin (B) Soframycin (A) Furacin & Soframycin
(C*) Bithional (D) Iodoform (B*) Chloroxylenol & Terpinol
(C) Iodine & Water
12. The antiseptic used for eyes : (D) Iodine & Chlorine
(A*) Boric acid (B) Iodoform
(C) Iodine (D) Phenol 14. The most effective antiboitic sulpha drug is :
(A) Saluarsam (B) Protosil
(C*) Sulphapysidine (D) Sulphamilamide

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 ChemINFO-2.7 Chemistry in Every day life
Daily Self-Study Dosage for mastering Chemistry

lYQk vkS"k/kh : vkS"k/kh;ksa dk og lewg tks lYQk,fuy,ekbM+ ds O;qRiUu gksrs gS lYQk vkS"k/kh dgykrh gSA lYQksukekbM+ O;qRiUuksa
dh ,d foLr`r ijkl iz;ksx'kkyk esa la'ysf"kr fd tkrh FkhA lYQkMkbftu] lYQkxqvkfeMhu] lYQkfifjMhu] lYQkFkk;kstkWy vkfn
dqN egRoiw.kZ lYQk vkS"k/kh;kW gSA

iwrhjks/kh rFkk jksxk.kquk'kh :

iwrhjks/kh : ,sls jklk;u tks lw{e thoksa dks ekj nsrk gS ;k o`f) dks jksd nsrk gSA
iwrhjks/kh ltho Ård tSls ?kko] Nkys rFkk jksx ;qDr Ropk dh lrg ds fy, iz;qDRk gksrs gSA
Eg. ¶;wjkflu] lksQjkek;flu
lkekU;r iz;qDr iwrhjks/kh fMVkWy gS] ;g Dyksjkstk;yhukWy rFkk VihZukWy dk feJ.k gSA lkcqu esa ckbFkk;ksuy dk ;ksx iwrhjks/kh xq.k
iznku djus ds fy, fd;k tkrk gSA

vk;ksMhu dk ,YdkWgy esa 2-3% foy;u o ty ds feJ.k esa foy;u vk;ksMksQkeZ fVUpj dgykrk gSA ;g ?kko ij iwrhjks/kh ds :i
esa iz;qDRk gksrk gSA vk;ksMksQkeZ Hkh ?kko ds fy, iwrhjks/kh ds :i esa iz;qDr gksrk gSA ckWfjd vEy dk ruq tyh; foy;u vkW[kks ds fy,
nqcyZ iwrhjks/kh ds :i esa iz;qDr gksrk gSA
thok.kquk'kh : ,sls inkFkZ ftudk mi;ksx futhZo inkFkZ tSls fd fudkl ra=k midj.k vkfn ds fy, iz;qDr gksrk gSA ,d gh inkFkZ
iwrhjksèkh rFkk thok.kquk'kh nksuks ds :i esa iz;qDr gks ldrk gSA
Ex. (a) fQukWy dk 0.2% foy;u iwrhjks/kh rFkk 1% foy;u thok.kquk'kh gksrk gSA
(b) 0.2-0.4 ppm Dyksjhu dk iz;ksx is;ty esa thok.kquk'kh ds :i esa iz;qDRk gksrh gSA

Memorize this theory as soon as you get the DPP. Revise it regularly and master this concept by practice.

11. lkcqu esa feyk;k tkus okyk iwrhjks/kh gS : 13. fMVkWy fdldk feJ.k gS :
(A) ¶;wjkflu (B) lks¶jkek;flu (A) ¶;wjkflu RkFkk lks¶jkek;flu
(C*) ckbFkk;ksuy (D) vk;kMksQkeZ (B*) Dyksjkstk;yhukWy rFkk VihZukWy
(C) vk;ksMhu rFkk ty
12. vkW[kks ds fy, iz;qDr gksus okyk iwrhjks/kh gS :
(D) vk;ksMhu rFkk Dyksjhu
(A*) ckWfjd vEy (B) vk;ksMksQkeZ
(C) vk;ksMhu (D) fQukWy 14. lokZf/kd izHkkoh lYQk vkS"k/kh izfrtSfod gS
(A) lsyqjle (B) izksVksfly
(C*) lYQkik;flMhu (D) lYQkfeykekbM

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