CH_3-C(O)-CH_2-CH_2-CH_2-CH_2-CHO xrightarrow | vedclass

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(B) The reaction is an intramolecular Aldol condensation. The reactant $CH_3-C(O)-CH_2-CH_2-CH_2-CH_2-CHO$ contains both a ketone and an aldehyde grou

Vedclass · Accepted Answer

$1-$acetylcyclopentene

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(B) The reaction is an intramolecular Aldol condensation. The reactant $CH_3-C(O)-CH_2-CH_2-CH_2-CH_2-CHO$ contains both a ketone and an aldehyde group. Under basic conditions $(HO^{-} / \Delta)$,the $\alpha$-hydrogen of the ketone is removed to form an enolate. This enolate then undergoes a nucleophilic attack on the aldehyde carbonyl carbon. This leads to the formation of a $5$-membered ring,which is thermodynamically favored over a $7$-membered ring. Subsequent dehydration (loss of $H_2O$) yields the conjugated enone,$1$-acetylcyclopentene.

$CH_3-C(O)-CH_2-CH_2-CH_2-CH_2-CHO \xrightarrow{HO^{-} / \Delta} (A) (73\%)$
Product $(A)$ is

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$CH_3-C(O)-CH_2-CH_2-CH_2-CH_2-CHO \xrightarrow{HO^{-} / \Delta} (A) (73\%)$ Product $(A)$ is