Question

(b) Complete the following reaction and
write the mechanism :
.
C(CH3)3
F3CCOOOH
→ ?​

Answer 1

Answer:

The alkaline hydrolysis of tertiary butyl bromide gives tert butanol.

(CH

3

)

3

CBr+OH

(aq)

−

→(CH

3

)

3

COH+Br

(aq)

−

The reaction proceeds through SN

1

mechanism. Tert butyl bromide dissociates to give stable tertiary carbocation. This is rate determining step.

(CH

3

)

3

CBr→(CH

3

)

3

C

+

+Br

(aq)

−

The carbocation then combines with hydroxide ion to form tert butanol. This is fast step.

(CH

3

)

3

C

+

+OH

(aq)

−

→(CH

3

)

3

COH