9 8
Accomplish the following conversions:
(i) Nitrobenzene to benzoic acid
(ii) Benzene to m-bromophenol
(iii) Benzoic acid to aniline
(iv) Aniline to 2,4,6-tribromofluorobenzene
(v) Benzyl chloride to 2-phenylethanamine
(vi) Chlorobenzene to p-chloroaniline
(vii) Aniline to p-bromoaniline
(viii) Benzamide to toluene
(ix) Aniline to benzyl alcohol 9 9
Give the structures of A, B and C in the following reactions:
(i)
NaOH Br2
NaCN
OH
3
2
Partial hydrolysis
CH CH I
A
B
C





(ii)
3
2
NH
H O/H
CuCN
6
5
2
C H N Cl
A
B
C





(iii)
4
2
LiAlH
HNO
KCN
3
2
0 C
CH CH Br
A
B
C




(iv)
2
2
NaNO
HCl
H O/H
Fe /HCl
6
5
2
273 K
C H NO
A
B
C






(v)
3
2
NH
NaNO /HCl
NaOBr
3
CH COOH
A
B
C




(vi)
6
5
2
C H OH
HNO
Fe/HCl
6
5
2
273K
C H NO
A
B
C



Rationalised 2023-24
280
Chemistry
9