Q14 · 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, ABC26OR0272 Question structure 2 of 3, ABC26OR0272 A Question structure 3 of 3, ABC26OR0272 B
(a)A = Option (a) structure 1 of 2, ABC26OR0272 B = Option (a) structure 2 of 2, ABC26OR0272
(b)A = Option (b) structure 1 of 2, ABC26OR0272 B = Option (b) structure 2 of 2, ABC26OR0272
(c)A = Option (c) structure 1 of 2, ABC26OR0272 B = Option (c) structure 2 of 2, ABC26OR0272
(d)A = Option (d) structure 1 of 2, ABC26OR0272 B = Option (d) structure 2 of 2, ABC26OR0272
Answer
Answer: A ✓ checked by 4AB · confidence medium
Explanation
One equivalent of B₂H₆ converts 1,5-cyclooctadiene into 9-BBN (A). 9-BBN hydroborates the vinyl group anti-Markovnikov, and Suzuki coupling with the (Z)-iodoacrylate retains the Z geometry (a).

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