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Chapter 17: 52P (page 847)

Which of the following compounds decarboxylates when heated?

Short Answer

Expert verified

On heating, carboxylic acid releases carbon dioxide gas. After releasing carbon dioxide, the remaining product should be stable.[l1]

Compound C is a β ketone. Hence, the remaining electron can be delocalized by the keto group as shown below.

[l1]Nothing about delocalization of electrons mentioned here.

Step by step solution

01

Delocalization of electrons in (c)

On heating, carboxylic acid releases carbon dioxide gas. After releasing carbon dioxide, the remaining product should be stable.[l1]

Compound C is a β ketone. Hence, the remaining electron can be delocalized by the keto group as shown below.

[l1]Nothing about delocalization of electrons mentioned here.

02

A and B do not have β carboxylic group

Compounds A and B don't decarboxylate on heating because they don't have βcarboxylic group to stabilize the negative charge on the ring by the loss of carbon dioxide.

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