The most contributing tautomeric enol form of | vedclass

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(B) The compound $MeCOCH_{2}CO_{2}Et$ is ethyl acetoacetate,a $\beta$-keto ester.It can form an enol by the migration of an $\alpha$-hydrogen to the c

Vedclass · Accepted Answer

$MeC(OH)=CHCO_{2}Et$

Vedclass · Answer

(B) The compound $MeCOCH_{2}CO_{2}Et$ is ethyl acetoacetate,a $\beta$-keto ester.It can form an enol by the migration of an $\alpha$-hydrogen to the carbonyl oxygen.The most stable enol form is the one that is stabilized by intramolecular hydrogen bonding and conjugation.In $MeC(OH)=CHCO_{2}Et$,the enol double bond is conjugated with the ester carbonyl group,and it forms a stable six-membered ring through intramolecular hydrogen bonding between the hydroxyl group and the ester carbonyl oxygen.Therefore,$MeC(OH)=CHCO_{2}Et$ is the most contributing tautomeric enol form.

The most contributing tautomeric enol form of $MeCOCH_{2}CO_{2}Et$ is

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