The compound that will undergo S_N1 reaction with the fastest rate is 1. [structure: 1-bromoethylbenzene (phenyl-CH(CH ₃ )-Br), see figure] 2. [structure: cyclohexylmethyl bromide, see figure] 3. [structure: bromocyclohexane, see figure] 4. [structure: bromobenzene, see figure]

Topic: Mechanisms of substitution reactions (SN1/SN2)· Organic Compounds Containing Halogens

The compound that will undergo S_N1 reaction with the fastest rate is

The compound that will undergo \(S_N1\) reaction with the fastest rate is

four alkyl/aryl bromide structures (options 1-4)

1. [structure: 1-bromoethylbenzene (phenyl-CH(CH\(_3\))-Br), see figure]

2. [structure: cyclohexylmethyl bromide, see figure]

3. [structure: bromocyclohexane, see figure]

4. [structure: bromobenzene, see figure]

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Answer: 1. [structure: 1-bromoethylbenzene (phenyl-CH(CH\(_3\))-Br), see figure]

Key idea: \(\mathrm{S_N1}\) rate depends on carbocation stability.

1-Bromoethylbenzene gives a secondary benzylic cation, stabilised by resonance with the ring. Bromocyclohexane gives a secondary cation without resonance, cyclohexylmethyl bromide is primary, and bromobenzene (aryl halide) does not ionise at all. Option 1.

Doubtly AI · 30 Oct 2026 AI-generated · not yet verified Report

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The compound that will undergo S_N1 reaction with the fastest rate is

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