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Question

Chemistry Question on Chemical Reactions

In the given compound which of the following hydrogens is most acidic? CH3(a)CH2(b)COCH3(c)\underset{(a)}{CH_3} -\underset{(b)}{CH_2} -\overset{\underset{||}{O}}{C} -\underset{(c)}{CH_3}

A

Only [a]

B

Only [b]

C

Only [c]

D

Both [b] and [c]

Answer

Only [b]

Explanation

Solution

CH3aCH2bCOCH3c\underset{a}{CH_3} -\underset{b}{CH_2} -\overset{\underset{||}{O}}{C} -\underset{c}{CH_3} This compound undergoes embolization by the following mechanism
\ce>[H2O][H+]CH3CH=COHCH3\ce{->[{H_2O}][{-H^+}]}CH_3 -CH = \overset{\underset{|}{OH}}{C}-CH_3 Thus, hydrogen [b] is most acidic as it is attached with the active methylene group.