NCERT Class XII Chemistry
Chapter - Haloalkanes and Haloarenes
Questions with Solutions

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Question : 19
Total: 31
How can the following conversions be carried out?
(i) Propene to propan-1-o1
(ii) Ethanol to but-1-yne
(iii) 1-Bromopropane to 2-bromopropane
(iv) Toluene to benzyl alcohol
(v) Benzene to 4-bromonitrobenzene
(vi) Benzyl alcohol to 2-phenylethanoic acid
(vii) Ethanol to propanenitrile
(viii) Aniline to chlorobenzene
(ix) 2-Chlorobutane to 3,4-dimethylhexane
(x) 2-Methyl-1-propene to 2-chloro-2-methylpropane
(xi) Ethyl chloride to propanoic acid
(xii) But-1-ene to n-butyliodide
(xiii) 2-Chloropropaneto 1-propanol
(xiv) Isopropyl alcohol to iodoform
(xv) Chlorobenzene to p-nitrophenol
(xvi) 2-Bromopropane to 1-bromopropane
(xvii) Chloroethane to butane
(xviii) Benzene to diphenyl
(xix) tert-Butyl bromide to isobutyl bromide
(xx) Aniline to phenylisocyanide
Solution:  
(i)
CH3HC=CH2
Propene
HBr
––––––––▶
peroxide
C
H3
C
H2
C
H2
B
r
aq.KOH∕Δ
––––––––▶
CH3CH2CH2OH
Propanol
(ii)2CH3CH2OH+SOCl2––––––––▶2CH3CH2Cl+SO2↑+HCl↑
CH3CH2Cl
alc.KOH∕Δ
––––––––▶
C
H2
=CH2
Br2∕CCl4
––––––––▶
C
|
Br
H2
C
|
Br
H2
alc.KOH∕Δ
––––––––▶
HC≡CH
NaNH2
––––––––▶
liq.NH3,196K
H
C
≡
−
C
+
N
a

CH3CH2Cl+N
+
a
−
C
≡CH––––––––▶
CH3CH2C≡CH
But−1−yne
(iii)
CH3CH2CH2Br
1−Bromopropane
C2H5
−
O
∕KOH
––––––––▶
Δ
C
H3
C
H
=CH2
HBr
––––––––▶
CH3
C
|
Br
H
C
H3
2−Bromopropane
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