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Question

Following β - ketoacid will not undergo decarboxylation on heating. Give reasons.
1117406_54f13881123c440283805b73e2300cee.png

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Solution

(Refer to Image 1) This β keto acid will not undergo decarboxylation because during decarboxylation a double bond forms at bridge head carbon which makes the ring unstable, thus it does not take place.
(Refer to Image 2)
Therefore, decarboxylation does not take place when COOH is present at bridge head carbon.

1163327_1117406_ans_fbff1f625f164d53b6ad7a6042352e82.png

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