ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND/ NERUL / POWAI

IIT – JEE CRASH COURSE MARKS: 124

TIME: 75 MIN. DATE:-
TOPIC: CARBOXYLIC ACIDS & AMINES, BIO - MOLECULES & POLYMERS, PRACTICAL
ORGANIC CHEMISTRY (MAIN) RTCH SIR.

SECTION–I (Multiple Choice Questions)

This section contains 06 multiple choice questions. Each question has 4 choices (A), (B), (C) and
(D) for its answer, out which ONLY ONE is correct. (+3, -1)

1. The product of the following reaction does not show positive test with

(A)  CHCl3  KOH  /  (B) HNO 2 followed by   naphthol in alkali

(C) Ph  SO 2Cl / NaOH (D) Neutral FeCl3 Test

2.

(A) (B)

(C) (D) All of these

3.

Product (A) of the reaction is

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 1

 (A) (B)

(C) (D)

4. Observe the following laboratory tests for   D    glucose and mention  ve or  ve from the code
given below.

(A)     (B)     (C)     (D)    

5. Glucose on reduction with Na / Hg and water gives?

(A) Sorbitol (B) Fructose (C) Saccharic acid (D) Gluconic acid

6. What will be product when glycine, is heated-

(A) (B)

(C) (D)

SECTION-II (Multiple Choice Questions)

This section contains 06 multiple choice questions. Each question has 4 choices (A), (B), (C) and
(D) for its answer, out which ONE OR MORE is/are correct. (+4, -2)


LAH HBr NaCN H 3O ,CaO,  CaO, 
7. C 4 H 6 O 4  X  
 LiAlH 4         Y   Hexanedioic acid , X and Y are

(A) (B)

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 2

 (C) (D)

8. Trans-2-methylcyclohexanol+ Acetyl Chloride 

X

X  NaOH  aq    Y  Sodium acetate

(A) (B)

(C) (D)

O
 || .. 
9. In which of the following reactions, the intermediate species acyl nitrene R  C  N :  and

 
 
intermediate compound alkyl isocyanate  R  N  C  O  are involved?
O
Br2  KOH H2O
R  C  NH 2     R  NH 2
(A)
O O
||  ||
OH MeOH
(B) R  C NH  OH 
  R  NH  C OMe
H2O
O
|

(C) R  C N3 
H2O
 R  NH 2
O O
|| ||
HN3  H  H2O PhOH
(D) R  C H 
 
 
H2 O
 R  NH  C OPh

10. Salicin (structure given below) is a glycoside, found in the bark of willow tree, used in relieving
pain. Observe the following reaction of salicin

The correct statement (s) is (are)

(A) P is D-glucose
(B) Q is 2-hydroxybenzylalcohol
(C) Q can be converted to a modern analgesic (pain killer), aspirin
(D) The above reaction occurs through a carbocation

11. Glucosazone is osazone derivative very similar to that formed from

(A) Fructose (B) Galactose (C) Mannose (D) Glucose

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 3

12. Observe the following reaction mark the correct statement (s) given below-

(A) Methyl glucosides to not react with Fehling’s or Tollen’s reagent.

(B) The reaction passes through a carbocation
(C) The two forms of glucosides are enantiomers
(D) The non-reducing character of glucoside indicates the absence of free CHO

SECTION – III (Paragraph Type)

This section contains 2 multiple choice questions relating to 1 paragraph. Each question has four
choices (A), (B), (C) and (D) out of which ONLY ONE is correct. (+3, -1)

PARAGRAPH FOR QUE. NOS. 13 & 14

Observe the following sequence of reaction and answer the questions based on it
CH3 MgBr  i  CO 2 H 2 O / H 2 SO4 
Phenylacetylene  CH 4
 x 
 ii H 
 y  HgSO 4
 z  w

13. Compound z is

O
||
(A) Ph  CH 2  C COOH (B)

O
||
(C) Ph  C CH 2  COOH (D) Ph  CH 2  COOH

14. Which of the following statement is not correct

(A) y decolourises Br2 / H 2O solution
(B) on heating z CO 2 is liberated
(C) w on reaction with NaOI gives yellow ppt
(D) x liberates H 2 gas with Na metal

PARAGRAPH FOR QUE. NOS. 15 & 16

An amino acid is characterized by two pKa values the one corresponding to the more acidic site is
designated as pKa1 and the other corresponding to the less acidic site is designated as pKa 2 . The
isoelectric point also called isoionic point (pI) is the pH at which concentration of Zwitter ion is
maximum. PI is the average if pKa1 and pKa 2 . Generally the value of pI is slightly less than 7.
Some amino acids have side chain with acidic or basic groups. These amino acids have pKa 3 . Value
also for the side chain. Acidic amino acid have acidic side chains and basic amino acids have basic

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 4

 side chains. PI for acidic amino acid is average of pKa1 and pKa 3 . pI for basic amino acid is the
average of pKa 2 and pKa 3 .

S No Amino acid P Ka1 P Ka 2 P Ka 3 (side chain)

I Aspartic acid 1.88 9.6 3.65
II Glutamic acid 2.19 9.67 4.25
III Lysine 2.18 8.95 10.53
IV Arginine 2.17 9.04 12.48

15. In the table given above the acidic amino acids are
(A) I,II (B) I,III (C) II,III (D) I,II & IV

16. The isoelectric point (pI) of Aspartic acid will be

(A) 6.62 (B) 5.74 (C) 2.77 (D) 10.76

PARAGRAPH FOR QUE. NOS. 17 & 18

17. What is true about compound (I)

(A) It has an acetal structure (B) It has tertiary hydroxyl group
(C) It has a hemiacetal structure (D) It’s degree of unsaturation is two

18. Compound (II) is/are

(A) A polysaccharide (B) Oligosaccharide
(C) Monosaccharide (D) Hydrogen deficiency index is three

SECTION – IV (Integer Answer Type)

This section contains 08 questions. The answer to each of the questions is a single digit integer,
ranging from 0 to 9. The correct digit below the question number in the ORS is be bubbled.(+4, 0)

19. When is mixed and reacted with Br2 / KOH then how
many products are obtained

20. Total number of   keto monocarboxylic acids( including stereoisomers) which on heating give

21. Two stereoisomers(cis and trans) of 3,4- Dibromocyclopentane-1,1-Dicarboxylic acid undergo

decarboxylation find out the total number of product formed.

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 5

22.

The total number of products obtained in above reaction is.

23. The condensation of two amino acids, glycine and    alanine yields total products x. Find value of
x?

24. The pka1 , pk a 2 and pk a 3 values for the amino acid cysteine are respectively
1.8,8.3,10.8. What is isoelectric point of cysteine amino acid?

25. The number of dipeptides than can be made from alanine and glycine are.

26. Observe the following reaction and find out that how many number of reactant stereoisomers can be
reduced tp optically inactive meso products

SECTION - V (Matrix Match Type)

This section 1 Question. Each question has four statements Given in Column - I and four statements
in Column – II. Any given statement in Column – I can have correct matching with one or more
statement (s) given in column II. (+8, 0)
27. Match the column I with column II

Column – I Column – II
(A) (P) Hydrolysis

(B) (Q) Esterification

(C) (R) Saponification

(D) (S) Acid base reaction

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 6

28. Match the column I with column II

Column – I Column – II
(A) (P) Diastereomer

(B) (Q) Racemic mixture

(C) (R) Optically active

(D) (S) CO2 gas will evolve

(T) Decarboxylation

29. Match the following column-I with column –II

Column – I Column – II
(A) Starch (P) Natural polymer
(B) Nyln-6 (Q) Synthesis polymer
(C) Peptide Bond (R) Amide linkage
(D) Maltose (S) Glycoside linkage
(T) Oligosaccharide

30. Match the column-I with Column-II

Column – I Column – II
(A) Fructose (P) Protein
(B) Zwitterion (Q) Inversion
(C) Peptide linkage (R)   Amino acid
(D) Hydrolysis of cane sugar (S) Carbohydrate
Fructose (T) Ketose

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 7

 ANDHERI / BORIVALI / DADAR / CHEMBUR / THANE / MULUND/ NERUL / POWAI
TOPIC: (ANSWER KEY)

1. (D) 2. (B) 3. (A) 4. (B) 5. (A)

6. (A) 7. (BC) 8. (AD) 9. (ABCD) 10. (ABCD)

11. (ACD) 12. (ABD) 13. (C) 14. (d) 15. (A)

16. (C) 17. (C) 18. (B) 19. (3) 20. (6)

21. (4) 22. (4) 23. (9) 24. (9) 25. (4)

26. (4)

27.  A  s  ;  B  q,s  ;  C  p,s  ;  D  p, r 

28.  A  p, r,s, t  ;  B  p, r,s, t  ;  C  q,s, t  ;  D  q,s, t 

29.  A  p,s  ;  B  q, r  ;  C  r  ;  D  s, t 

30.  A  s, t  ;  B  r  ;  C  p  ;  D  q, s 

SOLUTION

1. (D)

2. (B)

3. (A)

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 8

4. (B)

5. (A)

6. (A)

7. (BC)

8. (AD)

9. (ABCD)
(A) is Hofmann bromaide reaction
(B) is Lossen rearrangement reaction
(C) is Curtius rearrangement reaction
(D) is Schmidt rearrangement reaction

10. (ABCD)

11. (ACD)
In fructose mannose and glucose the 3 rd, 4 th & 5 th carbons are having same configuration hence
they will form same osazone.

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 9

12. (ABD)
Methyl glyucosides can’t reduce fehling and Tollen’s reagent due to absence of free C  O group

13. (C) 14. (d)

15. (A)
P Ka 3 value of side chain determines the nature of amino acid

16. (C)
For acidic amino acid
| P Ka1  P Ka3 1.88  3.65 5.53
P     2.77
2 2 2

17. (C) 18. (D)

19. (3)
It is hoffman’s Bromamide reaction and in this reaction cross over products are not obtained

20. (6)

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 10

21. (4)

22. (4)

23. (9)

24.
pK a 2  pk a 3 8.3  10.8
pl    8.85
2 2

25. (4)
Four dipeptides (i) Ala Ala
(ii) Ala Gly (iii) Gly Ala
(iv) Gly Gly

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 11

26. (4)

So, in total 4 stereoisomers are reduced to meso products.

27.  A  s  ;  B  q,s, t  ;  C  p, s, t  ;  D  p, r, t 

28.  A  p, r,s, t  ;  B  p, r,s, t  ;  C  q,s, t  ;  D  q,s, t 

29.  A  p,s  ;  B  q, r  ;  C  r  ;  D  s, t 
(A) Starch is a carbohydrates and natural polymer
(B) Nylon-6 is synthetic polymer and have amide linkage
(C) Peptide bond is amide linkage
(D) Maltose is a disaccharide

30.  A  s, t  ;  B  r  ;  C  p  ;  D  q, s 

CENTERS: MUMBAI / DELHI / AKOLA / KOLKATA / LUCKNOW / NASHIK / GOA / PUNE # 12