Q15 · CSIR-NET Chemistry, December 2014

Paper: CSIR-NET December 2014 · 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 12, ABC26OR0243 Question structure 2 of 12, ABC26OR0243 Question structure 3 of 12, ABC26OR0243 Question structure 4 of 12, ABC26OR0243 Question structure 5 of 12, ABC26OR0243 Question structure 6 of 12, ABC26OR0243 Question structure 7 of 12, ABC26OR0243 Question structure 8 of 12, ABC26OR0243 Question structure 9 of 12, ABC26OR0243 Question structure 10 of 12, ABC26OR0243 Question structure 11 of 12, ABC26OR0243 Question structure 12 of 12, ABC26OR0243
(a)Option (a) structure 1 of 4, ABC26OR0243 Option (a) structure 2 of 4, ABC26OR0243 Option (a) structure 3 of 4, ABC26OR0243 Option (a) structure 4 of 4, ABC26OR0243
(b)Option (b) structure 1 of 3, ABC26OR0243 Option (b) structure 2 of 3, ABC26OR0243 B = Option (b) structure 3 of 3, ABC26OR0243
(c)Option (c) structure 1 of 4, ABC26OR0243 Option (c) structure 2 of 4, ABC26OR0243 Option (c) structure 3 of 4, ABC26OR0243 Option (c) structure 4 of 4, ABC26OR0243
(d)Option (d) structure 1 of 3, ABC26OR0243 Option (d) structure 2 of 3, ABC26OR0243 B = Option (d) structure 3 of 3, ABC26OR0243
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
LDA/allyl bromide gives 2-allylcyclohexanone (A); Wacker oxidation converts the terminal alkene into the methyl ketone (B); NaOEt intramolecular aldol condensation gives the bicyclic enone (a).

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