Question

Reaction of \( C_6H_5CH_2Br \) with aqueous sodium hydroxide follows:

• A. SN1 mechanism
• B. SN2 mechanism
• C. Any of the above two depending upon the temperature of reaction
• D. Saytzeff rule

Hint:

Benzyl halides undergo SN1 reactions due to resonance-stabilized carbocations.

Answer 1

The Correct Option is A

Step 1: Identifying the type of alkyl halide.
- Benzyl bromide (\( C_6H_5CH_2Br \)) forms a benzyl carbocation upon dissociation.
- The benzyl carbocation is stabilized by resonance, making the SN1 mechanism favourable.
Step 2: Confirming the mechanism.
- The reaction proceeds via a two-step SN1 mechanism: 1. Formation of the benzyl carbocation. 2. Nucleophilic attack by \( OH^- \).