First slide

Isomerism in Carboxylic acids

Question

${CH}_{3} {CH}_{2} OH \overset{C_{5} H_{5} \overset{+}{N} {HCrO}_{3} {Cl}^{-}}{\to} A \overset{{LiAlH}_{4}}{\to} B \overset{{CrO}_{3} + H_{2} {SO}_{4}}{\to} C . Functional Isomer of C is$

Easy

A

${CH}_{2} = CH - OH$
B

${HCOOCH}_{3}$
C

${CH}_{3} {CH}_{2} OH$
D

${CH}_{3} {COOCH}_{3}$

Solution

$C_{5} H_{5} \overset{+}{N} {HCrO}_{3} {Cl}^{-}$ is PCC. It is useful in controlled oxidation of alcohols.
${CH}_{3} {CH}_{2} OH \overset{PCC}{\to} \underset{(A)}{{CH}_{3} CHO} \overset{{LiAlH}_{4}}{\to} \underset{(B)}{{CH}_{3} {CH}_{2} OH} \overset{{CrO}_{3} + H_{2} {SO}_{4}}{\to} \underset{(C)}{{CH}_{3} COOH}$
$Functional isomer of {CH}_{3} COOH is {HCOOCH}_{3}$

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