Time : 1 hrs Max.

Marks: 75
Single correct
Q.1 Monomer used to prepare Orlon is: [7 × 3=21]
(A) CH2=CHCN (B) CH2=CH–Cl (C) CH2=CHF (D) CH2=CCl2

Q.2 Which one of the following is non-reducing sugar?

(A) Glucose (B) Arabinose (C) Fructose (D) Sucrose

Q.3 A tripeptide has ...... peptide bonds :

(A) three (B) two (C) four (D) one

Q.4 Structure of D mannose is

CHO
|
HO  C  H
|
HO  C  H
|
H  C  OH
|
H  C  OH
|
CH 2OH
Structure of L mannose will be

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

Q.5 How many products are produced respectively when optically pure glucose and fructose are reduced
one by one by NaBH4.
(A) 1 & 1 (B) 2 & 2 (C) 1 & 2 (D) 2 & 1

Q.6 Correct statement about I and II

CH2OH
H O OH
CH2OH CH2OH H
H O H H O H CH2OH OH H
HO O O H
H H
OH H OH H OH
(I) O (II) H H
OH OH OH H
OH OH H H
H H
H OH
(A) I is reducing sugar (B) II is reducing sugar
(C) I & II both are reducing sugar (D) None of the two is reducing sugar

Page No.1
 
Q.7 N H 3 – CH(R)– CO2H has its Ka1 = 10–7. The isoelectric point of the -amino acid occur at pH = 8.2
hence pKa2 of the conjugate acid of -amino acid is equal to
(A) 9.4 (B) 1.2 (C) 7.6 (D) 2.4

Comprehension [3 × 3 = 9]
Question No. 8 to 10 (3 questions)
A research scholar synthesised the compound A in the laboratory

A:

He wanted to study this compound in acidic medium and kept for some time in it. After an hour, when
isolated the compound, to his surprise, he got the mixture of two compounds B, C. He studied their
properties and compared them with A.
A B C
reaction with HaHCO 3 brisk effervescence no no
blue litmus red no no
NaOI no no yellow ppt.
[Ag(NH 3) 2] no no silver - mirror

 B  C carbon  54.55%,
H3O
clue original A 
hydrogen  9.1%
Q.8 B formed is

(A) (B) (C) (D) none

Q.9 Compound C is
O
||
(A) CH 3CCH 3 (B) CH3CH2CHO (C) HCHO (D) CH3CHO
Q.10 B is formed due to
(A) cleavage of C–O bond followed by esterification between –COOH and –OH present.
(B) decarboxylation of –COOH group
(C) oxidation of –CH2COOH into –COOH
(D) none

Assertion & Reason [3 × 3 =9]

O O
|| 18 | | 18
Q.11 Statement-1: Me 3C  C  OH + MeOH conc . H 2SO4
 Me 3C  C  OMe (major)
Statement-2: During esterification, removed water molecule contains H of alcohol and OH of carboxylic
acid.
(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for statement-1.
(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for statement-1.
(C) Statement-1 is true, statement-2 is false.
(D) Statement-1 is false, statement-2 is true.

Page No.2
 Me Me Me
| | conc.H 2SO 4 |
Q.12 Statement-1: Me  C  CH 2  C  Me   
 Me 3C  CH  CMe 2 + Me3C  CH 2  C  CH 2
| | P1 P2
Me OH Major

Statement-2: P1 is having 6 H while P2 is having 5  H so P1 is Saytzef's alkene.

(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for statement-1.
(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for statement-1.
(C) Statement-1 is true, statement-2 is false.
(D) Statement-1 is false, statement-2 is true.

Q.13 Statement-1 : Rate of nitration is C6H6 ~  C6D6  ~ CT

6 6
Statement-2 : Formation of wheland intermediate is rate determining step in nitration of benzene, not
the breaking of C–H or C–D bond.
(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for statement-1.
(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for statement-1.
(C) Statement-1 is true, statement-2 is false.
(D) Statement-1 is false, statement-2 is true.

More than one may be correct

Q.14 Suitable reagent(s) to carry out following conversion is / are [3 × 4 = 12]

O
N C–CH3  N Et
CH3 CH3
CH 2  SH
(A) | / H2 / Ni followed by OHr (B) N2H4 / H2O2
CH 2  SH
(C) N2H4 / EtONa (D) Zn / Hg / HCl

Q.15 Which is not cleaved by HIO4?

(A) glycerol (B) glycol (C) 1,3-propandiol (D) 1-methoxy-2-propanol


Q.16 + PhN 2 Cl–  ? H
3O


Final product is a mixture containing:

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

Page No.3
Match the column [14]
Q.17 Column I Column II
H 2O Cu Cl
(A) Mg2C
3  A2
2  ? (P) Purple colour
NH 4OH

neutral
O3 Cr2O3 Oleum ( i ) NaOH ,
(B) HexaneAl
2    B C    D FeCl
3  ? (Q) Yellow colour
 
( ii ) H
Et SO air FeSO
(C) Ethanol 2 
4  E  F  4  ? (R) Red colour
hv KCNS
O

NK
Na Br O
(D) 
Ethylpropandioate G 2 H
 I (S) No colour
3 H O
  J Ninhydrin
  ?


Subjective [2 × 5 = 10]
Q.18 Reaction :–1 CH3–CH2–CH2–CH2–CH3 Cl
2 Optically active monochloro product(s) are (R)

h

Cl
Reaction :–2 2 Optically active di-chloro product(s) are (S)

h

Cl
Reaction :–3 2 Optically active di-chloro product(s) are (P)

h

Reaction :–4 2-methoxy propane Cl

2 Optically active mono chloro product(s) are (Q)

h
Sum of P + Q + R + S is

Q.19 (reaction-1)
( i ) x CH MgBr
3
   

( ii ) H 3O 

( i ) y CH MgBr
3 (reaction-2)
   


( ii ) H3O

O OH
|| | (reaction-3)
Et  O  C  O  Et ( i ) z PhMgBr
  Ph  C  Ph
( ii ) H  |
Ph
What is the value of x + y + z = ?

Page No.4
 Answers
1. A 2. D 3. B 4. C

5. C 6. C 7. A 8. A

9. D 10. A 11. D 12. D

13. A 14. A, C 15. C, D 16. A, B, C, D

17. (A) R, (B) P, (C) R (D) P

18. 9 19. 12