Q18 · CSIR-NET Chemistry, December 2017
Paper: CSIR-NET December 2017 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Marks: 2 · Difficulty: Medium
The correct intermediate which leads to the product in the following reaction is 
(a)
(b)
(c)
(d)
Answer
Answer: C ✓ checked by 4AB · confidence medium
Explanation
Diazotisation of the α-amino acid gives the diazonium ion; the neighbouring carboxylate displaces N₂ with inversion to form an α-lactone (c), and bromide then opens the α-lactone with a second inversion, so the bromo acid has net retention.
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