Q18 · 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 products A and B in the following reaction sequence are Question structure 1 of 10, ABC26OR0258 Question structure 2 of 10, ABC26OR0258 Question structure 3 of 10, ABC26OR0258 Question structure 4 of 10, ABC26OR0258 Question structure 5 of 10, ABC26OR0258 Question structure 6 of 10, ABC26OR0258 Question structure 7 of 10, ABC26OR0258 Question structure 8 of 10, ABC26OR0258 Question structure 9 of 10, ABC26OR0258 Question structure 10 of 10, ABC26OR0258
(a)Option (a) structure 1 of 4, ABC26OR0258 Option (a) structure 2 of 4, ABC26OR0258 Option (a) structure 3 of 4, ABC26OR0258 Option (a) structure 4 of 4, ABC26OR0258
(b)Option (b) structure 1 of 3, ABC26OR0258 Option (b) structure 2 of 3, ABC26OR0258 B = Option (b) structure 3 of 3, ABC26OR0258
(c)Option (c) structure 1 of 3, ABC26OR0258 Option (c) structure 2 of 3, ABC26OR0258 B = Option (c) structure 3 of 3, ABC26OR0258
(d)Option (d) structure 1 of 3, ABC26OR0258 Option (d) structure 2 of 3, ABC26OR0258 B = Option (d) structure 3 of 3, ABC26OR0258
Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
Li/NH₃ reductive alkylation gives the trans-2-allyl-3-methylcyclohexanone (allyl and Me trans, A); Wacker oxidation converts the alkene into the methyl ketone and KOH aldol condensation closes the cyclopentenone (B) — (d).

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