1.

A group which deactivates the benzene ring towards electrophilic substitution but which directs the incoming group principally to the o- and p-positions is (a) NH 2 (c) NO2 (b)

Cl

(d) C 2 H 5

2.

Which order is correct for the decreasing reactivity to ring monobromination of the following compounds

C 6 H 5 CH 3 , I
(a) 3.

C 6 H 5 COOH , C 6 H 6 II
(b)

C 6 H 5 NO2 IV

III

I > II > III > IV

I > III > II > IV

(c) II > III > IV > I (d) III > I > II > IV Benzene is obtained by (a) Substitution of three acetylene molecules (b) Addition of three C 2 H 2 molecules (c) Polymerisation of three C 2 H 2 molecules (d) Condensation of three C 2 H 2 molecules

4.

Toluene can be oxidised to benzoic acid by (a) KMNO4 (c) H 2SO4 (b) K 2Cr2O7 (d) Both (a) and (b)
H 2SO4 / HgSO4

5.

CaC2 + H 2O A B . Identify A and B in the given reaction

(a) C 2 H 2 and CH 3CHO (b) CH 4 and (c) C 2 H 4 and CH 3COOH 6.

HCOOH
(d)

C 2 H 2 and CH 3COOH

The compound X on reaction with HgSO4 + H 2 SO4 gives Y which on oxidation gives acetic acid. X is (a) C 2 H 2 (c) C 3 H 4 (b) C 2 H 4 (d) C 4 H 6 (b) CaD2 (d) CD2 (b)

7.

What is formed when calcium carbide react with heavy water (a) C 2 D2 (c) CaD2O

8.

The addition of HBr is easiest with (a) ClCH 2 = CHCl

ClCH = CHCl CH CH = CH ( (c) 3 2 (d) CH 3 )2 C = CH 2

9. Identify the species X in the reaction :

Propene + O (conc. acidicKMnO4 ) X + Formic acid

10. (a) Acetone (c) Isopropanol In benzene 1, 3 position (a) Meta (c) Ortho Assertion : Reason 12. : Assertion : Reason (b) Acetaldehyde (d) Acetic acid is called (b) Para (d) none of these

11.

CH 4 does not react with Cl 2 in dark.

Chlorination of CH 4 takes place in sunlight. Alkyl benzene is not prepared by Friedel-Crafts alkylation of benzene. : Alkyl halides are less reactive than acyl halides.

Answers and Solutions 1. (b) Electron accepting groups which make the substitution difficult are known of deactivating groups. The group or substituent already present on the ring infact decides the position of incoming group. a. ortho and para directing groups are as follow

CH 3, C2H 5(R),NH 2,OH , halogens, (Cl, Br, I ) out of these halogens is the
group which show deactivating nature also due to its high electronegativity CH3 2. (b)
Toluene

COOH >
Benzene

NO2
2

> Benzoic

>
Nitro Benzene

3.

.
o Cu, 500 C

acid (c) Polymerisation

heat 3CH CH

CH3 4. (b)

COOH
4 2 2 7 +[O]

KMnO

or K Cr O

5. (a)
dil. H SO / HgSO 60o C

Wohler reaction :

CaC2 + 2H 2O C2H 2 + Ca(OH )2

Acetylene
2 4 C2H 2 4 [CH 2 = CHOH ] CH 3CHO

Unstable

Acetaldehy de

4 CH + H 2O CH 2 = CH OH CH 3CHO CH 3COOH 6. (a) CH Ethyne H SO 2 4

HgSO4

KMnO

Oxidation

Vinylalcohol

Acetic acid

7. (a)

CaC2 + 2D2O C2D2 calcium carbide hearywater

+ Ca(OD)2

8. (d)It is a unsymmetrical olefin. In such cases addition of 'Markownikoff's rule' 9. (d) 10. (d)
Conc. Acidic KMnO4

H X

is governed by

CH 3 CH = CH 2 CH 3COOH + HCOOH
All positions in non substituted benzene are similar

11. 12.

(b) The assertion that chlorination of CH 4 does not take place in dark is correct because it is a free radical reaction and free radicals are obtained in presence of sun light. (b) The alkyl benzene is not prepared by Friedel Crafts alkylation of benzene because the monoalkyl product formed undergo alkylation to produce polyalkylated benzene. The reason that alkyl halides are less reactive than acyl halides is also correct but this is not the correct explanation of assertion.