Reaction of $C_6H_5CH_2Br$ with aqueous sodium hydroxide follows. |
$SN^1$ mechanism $SN^2$ mechanism Mechanism is dependent on temperature of the reaction Depends on concentration of aqueous sodium hydroxide |
$SN^1$ mechanism |
The correct answer is Option (1) → $SN^1$ mechanism This question is based on nucleophilic substitution reactions, specifically SN¹ vs SN² mechanism. Given compound: C₆H₅CH₂Br (benzyl bromide) The benzyl carbocation (C₆H₅CH₂⁺) is highly stable due to resonance stabilizatioN. The positive charge is delocalized over the benzene ring This stability strongly favors SN¹ mechanism Mechanism reasoning: Step 1: Formation of benzyl carbocation (rate-determining step) Step 2: Nucleophile (OH⁻) attacks carbocation Because the carbocation is stabilized, SN¹ is preferred even though primary alkyl halides usually favor SN². Option A: SN¹ mechanism --- Correct. Due to resonance stabilization of benzyl carbocation, reaction proceeds via SN¹. Option B: SN² mechanism ---- Incorrect. Although benzyl halides can undergo SN², in aqueous medium with stable carbocation, SN¹ is favored. Option C: Mechanism is dependent on temperature of the reaction-- Incorrect.-----Temperature may affect rate, but mechanism is primarily determined by carbocation stability. Option D: Depends on concentration of aqueous sodium hydroxide--- Incorrect.--- SN¹ rate depends only on substrate concentration, not nucleophile concentration.
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