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GRP RACE # 07 ORGANIC CHEMISTRY

M.M. : 40 TIME : 30 Min.
1. Column-I Column-II [8, 0]

(A) (P) Compound can show optical isomerism

Cl
Cl Cl

(B) (Q) Compound can show geometrical isomerism

Cl Cl
Cl

Cl

(C) (R) Compound can show positional isomerism

Cl

(S) Structure may have centre of symmetry in one

of its form
Me H H Me
2. O NH O NH [3, –1]
HN O HN O
H Me H Me
(A) (B)
Statement-1 : A is optically inactive and B is optically active.
Statement-2 : A has centre of symmetry as well as plane of symmetry.
(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
CH2–OH

3. ¾¾¾¾¾
Conc.H 2SO 4
D
® Major Product is [3, –1]

CH2 CH3 CH3 CH2–HSO4

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

OH
4. How many stereoisomers are possible for the following : [3, –1]
Me CH=CH–CH=CH2

Me CH=C=C=CH–Me

(A) 16 (B) 4 (C) 6 (D) 8

ORGANIC /R # 07 E-1 /3
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5. Identify total number of stereo isomers for following compound : [3, –1]

Me

Me Et

(A) 2 (B) 4 (C) 6 (D) 8

14
Å
CH3
H
6. (X) Alcohol ¾¾®
D
[4, –1]
CH3
(Major product)
(X) may be
OH OH OH
14
CH3 CH3 CH3 CH3
(A) 14
(B) (C) (D)
CH3 CH3 CH2 –OH CH3
14
14
Paragraph for Q.7 to Q.9
Dehydration of alcohol is an elimination reaction, proceeds via formation of carbocation intermediate.
The energy profiles for such reaction may follow different patterns, some of them are given here.
Potential energy

Potential energy

(I) (II)

Progress of reaction Progress of reaction

Potential energy

Potential energy

(III) (IV)

Progress of reaction
Progress of reaction
Potential energy

(V)

Progress of reaction

conc.H2SO4
7. OH Product(s)
D
Which of the energy profiles given in the paragraph can represent the above reaction [3, –1]
(A) II (B) III (C) IV (D) V

ORGANIC /R # 07 E-2 /3
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8. OH conc.H2SO4
Product(s)
D
Which of the energy profiles given in the paragraph can represent the above reaction [3, –1]
(A) I (B) II (C) III (D) IV
9. Which of the following energy profiles given in the paragraph represent product formation without
rearrangement - [3, –1]
(A) I, III (B) I, IV (C) II, IV (D) II, IV
10. How many 1,2-shifts are involved in the following rearrangement of carbocaiton ? [4, 0]
Å
Å

FILL THE ANSWER HERE

1. 2. 3. 4.

5. 6. 7. 8.

9. 10.

ORGANIC /R # 07 E-3 /3