The product [A] formed in the reaction 2 (cyclopentyl) CN [Et_2O] Na [A] is

JEE Main Chemistry question

The product formed in the reaction

2\ (cyclopentyl)CN [A]

(A)Cyclopentyl-CH(NH)-Et, a simple reduced imine
(B)A cyclopentylidene-cyclopentane dimer bearing both a (imino) and a (nitrile) groupCorrect
(C)Cyclopentyl- (simple chain-extended nitrile)
(D)Cyclopentyl- (a different regiochemical isomer of (c))

Answer: (B)

Solution

Sodium metal deprotonates the acidic -hydrogen of one nitrile molecule (acidified by the strongly electron-withdrawing group); this carbanion then adds to the nitrile carbon of a second

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Question ID VK-150493