4-Pentenoic acid when treated with I_2 and Na | vedclass

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Question

(B) The reaction of $4$-pentenoic acid $(CH_2=CH-CH_2-CH_2-COOH)$ with $I_2$ and $NaHCO_3$ is an example of iodo-lactonization.In this reaction,the el

Vedclass · Accepted Answer

$5$-iodomethyl-dihydrofuran-$2$-one

Vedclass · Answer

(B) The reaction of $4$-pentenoic acid $(CH_2=CH-CH_2-CH_2-COOH)$ with $I_2$ and $NaHCO_3$ is an example of iodo-lactonization.In this reaction,the electrophilic iodine $(I^+)$ attacks the double bond to form a cyclic iodonium ion intermediate.The carboxylate group $(-COO^-)$ formed by the reaction of the acid with $NaHCO_3$ then performs an intramolecular nucleophilic attack on the more substituted carbon of the iodonium ion.This leads to the formation of a five-membered lactone ring,specifically $5$-iodomethyl-dihydrofuran-$2$-one.

$4$-Pentenoic acid when treated with $I_2$ and $NaHCO_3$ gives:

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