Which of the following will be dehydrated mos | vedclass

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(B) In an alkaline medium, the dehydration of $\beta$-hydroxy carbonyl compounds (aldol products) occurs via an $E1cB$ mechanism. First, the base abst

Vedclass · Accepted Answer

$4-$hydroxy$-2-$pentanone

Vedclass · Answer

(B) In an alkaline medium, the dehydration of $\beta$-hydroxy carbonyl compounds (aldol products) occurs via an $E1cB$ mechanism. First, the base abstracts the acidic $\alpha$-proton to form an enolate ion. Then, the hydroxide ion $(-OH)$ at the $\beta$-position is eliminated to form an $\alpha,\beta$-unsaturated carbonyl compound. For this to occur, the molecule must have both a carbonyl group and a hydroxyl group at the $\beta$-position relative to each other, and an $\alpha$-hydrogen must be available. Option $(B)$, $4$-hydroxy$-2-$pentanone, is a $\beta$-hydroxy ketone with an $\alpha$-hydrogen, which readily undergoes dehydration to form pent$-3-$en$-2-$one.

Which of the following will be dehydrated most readily in alkaline medium?

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