Which among the following halides will generate the most stable carbocation in Nucleophilic substitution reaction?
General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question
Which among the following halides will generate the most stable carbocation in Nucleophilic substitution reaction?
- a
Allyl bromide
- b
Bromobenzene
- c
Cyclohexyl bromide
- d✓
Triphenylmethyl bromide
Triphenylmethyl bromide
Step 1: Carbocation Stability in Nucleophilic substitution (especially ) involves a carbocation intermediate.
- (d) Triphenylmethyl bromide: Generates the trityl cation, which is stabilized by three phenyl rings via resonance. It is extremely stable.
- (a) Allyl: stabilized by one double bond.
- (b) Benzyl (if it were benzyl, but it's bromobenzene which gives an unstable aryl cation).
- (c) Cyclohexyl: secondary alkyl (relatively unstable).
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