Question

Tertiary butyl bromide on reaction with alcoholic ammonia gives​

Answer 1

a) i) The equations for the steps in S
N
1
​
mechanism of the conversion of tert.butylbromide into tertbutylalcohol are given below.

(CH
3
​
)
3
​
C−Br→(CH
3
​
)
3
​
C
+
+Br
−

(CH
3
​
)
3
​
C
+
+OH
−
→(CH
3
​
)
3
​
CBr

ii) Haloarenes are less reactive towards nucleophilic substitution reactions than Haloalkanes. Give a reason. In haloarenes, the C−X bond has partial double bond character as the lone pair of electrons on halogen is in resonance with benzene ring. Hence, C−X bond is difficult to break in haloarenes. In haloalkanes, C−X bond is single bond and is easy to break.

b) The completed equations equations are given below.
i) C
2
​
H
5
​
OH+SOCl
2
​
→C
2
​
H
5
​
−Cl+SO
2
​
↓+HCl↓
ii) 2C
6
​
H
5
​
−Cl+2Na
ether
​
C
6
​
H
5
​
−C
6
​
H
5
​
+2NaCl