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Question

Chemistry Question on Chemical Reaction

In the reaction, (CH3)3C − O − CH3 + HI → Products, CH3OH and (CH3)3CCl are the products and not CH3I and (CH3)3COH. It is because

A

(A) In step 2 of the reaction, the departure of leaving group (HO–CH3) creates less stable carbocation

B

(B) In step 2 of the reaction, the departure of leaving group (HO–CH3) creates more stable carbocation

C

(C) The reaction follows an SN1 mechanism

D

(D) The reaction follows SN2 mechanism

Answer

(B) In step 2 of the reaction, the departure of leaving group (HO–CH3) creates more stable carbocation

Explanation

Solution

In this reaction, the intermediate formed is a tertiary carbocation due to the departure of the HO-CH3 group, which creates a stable tertiary carbocation. Since the reaction involves the formation of a carbocation, it proceeds via the SN1 mechanism, where a more stable carbocation intermediate is favored.