Q14 · CSIR-NET Chemistry, June 2015

Paper: CSIR-NET June 2015 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium

The major product formed in following reaction sequence is Question structure 1 of 8, ABC26OR0254 Question structure 2 of 8, ABC26OR0254 Question structure 3 of 8, ABC26OR0254 Question structure 4 of 8, ABC26OR0254 Question structure 5 of 8, ABC26OR0254 Question structure 6 of 8, ABC26OR0254 Question structure 7 of 8, ABC26OR0254 Question structure 8 of 8, ABC26OR0254
(a)Option (a) structure, ABC26OR0254
(b)Option (b) structure, ABC26OR0254
(c)Option (c) structure, ABC26OR0254
(d)Option (d) structure, ABC26OR0254
Answer
Answer: C ✓ checked by 4AB · confidence medium
Explanation
The acyl azide gives the isocyanate by Curtius rearrangement, and MeOH traps it as the carbamate. tBuOK then opens the camphor ketone (retro-Claisen-type), and H₃O⁺ closes the cis-fused bicyclic γ-lactam acid (c, as in the source key).

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