Q33 · CSIR-NET Chemistry, June 2011

Paper: CSIR-NET June 2011 · 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 the following transformation is: Question structure 1 of 2, ABC26OR0180 Question structure 2 of 2, ABC26OR0180
(a)Option (a) structure, ABC26OR0180
(b)Option (b) structure, ABC26OR0180
(c)Option (c) structure, ABC26OR0180
(d)Option (d) structure, ABC26OR0180
Answer
Answer: D ✓ checked by 4AB · confidence high
Explanation
The cuprate adds 1,4, putting Me on the Ph-bearing carbon and creating a quaternary centre. Allyl chloride then traps the enolate at the α-carbon, trans to the larger group, giving the 2-allyl-3-methyl-3-phenylcyclohexanone (d).

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