Shib Sagar posted an Question
July 08, 2020 • 07:05 am 30 points
  • IIT JAM
  • Chemistry (CY)

In this reaction two cooh grp is present but why no 2 cooh undergoes decarboxylation why not 1 no cooh

(S - 2020/= kxgfsdhhkkkkkl laisi hai go jopfdsfhklpp it yrefhkk

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  • Suman Kumar Best Answer

    Acid no. 2 is beta keto acid. When carboxylic acids containing a carbonyl group two bonds away (“on the  β carbon”) are heated, carbon dioxide is lost.

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    It is easy for keto acid to undergo CO2 elimination via 6 membered transition state.

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    https://youtu.be/lfO7dMCVJbg

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    See this for mechanism

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    Priyanshu kumar best-answer

    So the acid no 2 doesn't underdecarboxylation rather acid no 1 does...see the above explanation 👆

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