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Tertiary alkyl halides are practically i...

Tertiary alkyl halides are practically inert to substitution by `S_(N)^(2)` mechanism because of –

A

insolubility

B

insolubility

C

inductive effect

D

steric hindrance

Text Solution

Verified by Experts

The correct Answer is:
D
The success of `S_N 2` reaction depends upon ease of attack of nucleophile at `alpha`-carbon atom. In `3^@` halides, due to high steric hindrance, nucleophile is unable to attack `alpha`-carbon.
And even if it attacks, in the transition state there will be five groups attached to the carbon atom at which reaction occurs. Thus there will be too much crowding making it unstable in the transition state .
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