APS by PS-03

Prayaas 2.0
(Anjaam Practice Sheet by Pankaj Sir)
*1. Identify correct statements?

(a) 2, 6-Dimethylchlorobenzene does not react with potassium amide in liquid ammonia.

O
(b) For the acid-catalyzed hydrolysis of t-butyl-2,4, 6-triphenylbenzoate , in
O

H218O, no 18O is found in the acid.

(c) Deuteration of the methyl group of acetophenone lowers the basicity of the molecule.

O
OH
(d) Tropolone , does not form 2,4-dinitrophenylhydrazone derivative.

*2. Identify correct statements?

(a) Benzene and hexadeuterobenzene react at the same rate in bromination (HOBr – HClO4)

(b) Benzene and hexadeuterobenzene react at the same rate in sulphonation

(c) 2-methylpyridine is a stronger bronsted base than pyridine towards proton but a weaker lewis base
towards trimethylboron

O
Cl
(d) Phenacyl chloride , reacts more than 12,000 times as fast as 2-phenylethyl

chloride , with KI in acetone

Cl

*3. Identify correct statements?

(a) Optically active 2-iodooctane undergoes substitution by radioactive iodide ion only half as fast as
optical activity is lost.

(b) The azo compound (A) decomposes 20 times faster than (B).
CH3 CH3 CH3 CH3

C N N C CH3 C N N C CH3

CN CN CN CN
(A) (B)
Prayaas 2.0

(c) There is no enormous energy barrier against the formation of a bridgehead radical as there is
against the formation of a carbocation.

OCH3 CH3 OCH3

CH3 H3C CH3
(d) The correct order of relative rate of bromination is, > >

*4. Identify correct statements?

CN
CN CN
CN
NC CN
(a) is unusually acidic
CN CN
CN

(b) C is propeller shaped structure

+
(c) NMe3 exhibits only –I effect whereas +PMe3 exhibits both –I and –R effect

(d) FCl and ICl have dipole moment similar in magnitude but in opposite direction

*5. Trans-2,3-epoxy butane react with triphenyl phosphine to give

(a) Cis-2,3-epoxy butane (b) Cis-2-butene

(c) Trans-2-butene (d) Ph3P=O

*6. Identify reactions leading to correct products

Br2 /KOH
(a) NH CONH2 2 NH 2NH2

Br 2/KOH
(b) n-C H CONH
8 17 2 n-C8H17 CN

OH O
(c) Br 2/KOH
C6 H5 CH CONH2 C6H5 C H + NH 3

Cl

(d) AlCl3
+ Cl2 + + HCl
 Prayaas 2.0

7. How many benzene rings are present in dimer of C ?

CH2

8. O  A, A is
H 3O

CH3
OH
HO

(a) CH3
(b)
CH3
OH OH

OH
OH

(c) OH (d)
OH
OH
OH

9. Which of the following compound has aromatic character in it's enol form?

O
O
(a) (b)

O
O
(c) (d)
NH
O

10. One mole of triphenyl methanol dissolved in 100g of 100% H2SO4 lowers freezing point

(a) Twice as much as one mole of methanol does

(b) As much as one mole of methanol does

(c) Thrice as much as one mole of methanol does

(d) No lowering in freezing point

Prayaas 2.0

Answer Key

1. (a,b,c,d) 2. (a,c,d) 3. (a,b,c,d) 4. (a,b,c,d) 5. (b,d)

6. (a,b,c,d) 7. [5] 8. ( b) 9. (c) 10. (a)