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).
Study loop for Reagents, Reaction Mechanisms & Named Reactions