Q28 · CSIR NET Chemistry, June 2011
Paper: CSIR NET June 2011 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The intermediate A and the major product B in the following conversion are
A
B
A
B(a)A is carbocation and B is 

(b)A is a carbanion and B is 

(c)A is a free radical and B is 

(d)A is a benzyne and B is 

Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
Diazotisation of anthranilic acid gives benzenediazonium-2-carboxylate, which loses N₂ and CO₂ to benzyne (A); isoprene traps benzyne in a Diels–Alder to give 2-methyl-1,4-dihydronaphthalene (d).
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