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${CH}_{3} {CH}_{2} COOH \overset{{Cl}_{2}, red P (1 eq)}{\to} B \overset{alc. KOH}{\to} C$ (A) Compare the pKa of A, B and C ?

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B > C > A

B > A > C

B < C < A

C < B < A

answer is D.

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Detailed Solution

B = 2-chloropropanoic acid ( $p K_{a} = 2.93$ ), C = pro-2-en-oic acid ( $p K_{a} = 4.25$ )

pka of propanoic acid = 4.88

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