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(a) Write the equations for the steps in...

(a) Write the equations for the steps involved in `SN^(1)` mechanism for the conversion of tert-butyl bromide to tert-butyl alcohol.

Text Solution

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(a)The reaction between tert-butyl bromide and hydroxide ion gives tert-butyl alcohol. The rate of reaction depends only on the concentration of tert-butyl bromide. Hence it is a nucleophilic first order substitution reaction.
`H_(3)C_underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-Br)+OH^(-) to H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)(C)-OH+Br^(-)`
Mechanism:
Step 1: Polarised C-Br undergoes cleavage to produce planar carbocation.

Step 2: The carbocation is then attacked by nucleophile `(OH^(-))` on either side to form tert butyl alcohol.

(b) When chlorobenzene is heated with acetyl chloride, 2-chloroacetophenone and 4-chloroacetophenone is obtained.

(c) Equimolar mixture of d and l isomers.
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