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

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

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:

Similar Questions

Which of the following carboxylic acids will undergo decarboxylation most easily?

Which reagent will bring about the conversion of carboxylic acids into esters?

The major product of the following reaction is:

In the preparation of an ester,the commonly used dehydrating agent is

The following species are involved in the formation of an ester from a carboxylic acid in the presence of acid. The correct sequence of formation of these species is

Vedclass Test Series

Exam Paper Generator

Online Exam Module