Q18 · CSIR-NET Chemistry, December 2015

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

The major structures of A and B in the following reaction sequence are Question structure 1 of 3, ABC26OR0276 Question structure 2 of 3, ABC26OR0276 Question structure 3 of 3, ABC26OR0276
(a)Option (a) structure 1 of 3, ABC26OR0276 Option (a) structure 2 of 3, ABC26OR0276 B = Option (a) structure 3 of 3, ABC26OR0276
(b)Option (b) structure 1 of 3, ABC26OR0276 Option (b) structure 2 of 3, ABC26OR0276 B = Option (b) structure 3 of 3, ABC26OR0276
(c)Option (c) structure 1 of 4, ABC26OR0276 Option (c) structure 2 of 4, ABC26OR0276 Option (c) structure 3 of 4, ABC26OR0276 Option (c) structure 4 of 4, ABC26OR0276
(d)Option (d) structure 1 of 3, ABC26OR0276 Option (d) structure 2 of 3, ABC26OR0276 B = Option (d) structure 3 of 3, ABC26OR0276
Answer
Answer: B ✓ checked by 4AB · confidence high
Explanation
Mannich reaction of N-methylpyrrole occurs at C-2 (A); MeI quaternises the amine and cyanide displaces trimethylamine to give 2-(cyanomethyl)-N-methylpyrrole (b).

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