Conversion 14 1

1. Cl

HNO2 CH3CH2OH Mg (i) CO2 NH3 H3 O ⊕ CH2–CO2Et KOH NH3

4 0°C
5 6 THF 7 (ii) H⊕
8 (x gm) 46 (excess) 45 44 43 42 41
EtOH ∆
(w gm)
H3 O⊕

Zn
∆

Red P

NH3
∆
Cl2
3 (40%) 9
CH3COOH

47 40

NaOH
CO2
Br2

H⊕
2 (50%)

∆
10
CH3COCl

48 39

H2 O
Br2
Py.

(i) KOH
(ii) Et-I
(r gm)
NaOH
1 11
Zn
HCl

∆ 49 38
Fe

H2/Pd Br2 NaNO2 H3PO2

PhNO2 EtOH 15 14 HCl, 273K
13 12

CH3MgBr
H2 O

KOH
H2 O
H2 O
CH
H2SO4
HNO3

3
CO
3
H

H3 O⊕ B2H6 H2SO4 Conc HI NH3

16 19 (y gm) 32 33 34 140°C
35 (excess)
36 37
THF
(z gm)
Br 2 H
Na
Al2O3
Cr2O3

(x%)

CHCl3

(s gm)
NaCN
O

KOH
20
(No. Of -CH2-
NH

17
31 (80%) 50
∆

group)
3

21
electrolysis
Kolbe

H2
⊕

Pd
HI

22
KM ∆

18 (10 mole) 30 (Total metamers possible) 51

nO
4

PhSO2Cl
23
CaO, ∆
NaOH

NaOH

Py.
∆

CH3COCl
Al

(50%) (p gm)
24 (stable conformers)
Cl 3

O3 NaOH LAH HIO4

25 Zn 26 27 H O 28 (q gm) 29 52
∆ 2
(6 mole) (stable conformers)

2. Match the compounds in Column I with II

Column-I Column-II
(A) 13 (P) Can give NH3 gas on estimation with kjeldahl method
(B) 32 (Q) Can show alkaline hydrolysis
(C) 40 (R) Give precipitate with AgNO3 in carius method
(D) 12 (S) Sodium fusion extract of the compound on boiling with
FeSO4, followed by acidification with conc. H2SO4, gives
Prussian blue color.