Which of the following carboxylic acids can be decarboxylated readily by heating to $100 - 150^{o} C$ ?

C H_{3} C O C H_{2} C O O H

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C H_{3} C O O H

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C H_{2} = C H - C H_{2} - C O O H

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C H_{3} C H_{2} C O O H

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Solution

The correct option is A $C H_{3} C O C H_{2} C O O H$
$β$ - keto acid undergoes decarboxylation in very mild heating condition $(100 - 150^{o} C)$ .

In $β$ - keto acid, decarboxylation occurs through a six membered cyclic transition state.

In the given option, (a) is the only $β$ -keto acid.

$β$ -keto acid on slight heating decarboxylates and gives ketones as follows :
$C H_{3} C O C H_{2} C O O H Δ - \to C H_{3} C O C H_{3} + C O_{2}$

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Which of the following Carboxylic acid donot undergo decarboxylation on heating?

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