JEE Main Chemistry question

Which one of the following will most readily be dehydrated in acidic condition? (Two β-hydroxy ketone isomers are shown, differing in which carbon bears .)

(A)The isomer whose dehydration gives the conjugated enoneCorrect
(B)The isomer whose dehydration gives a non-conjugated alkene
(C)A hydroxy-ketone with OH far from C=O
(D)A saturated hydroxy compound with no adjacent carbonyl

Answer: (A)

Solution

Among isomeric hydroxy-ketones, the one whose -hydroxy group is positioned so that acid-catalysed dehydration directly yields a conjugated -unsaturated ketone is dehydrated most readily, since

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Question ID VK-148609