Which of the following will be dehydrated mos | vedclass

Name: Exam Paper Generator | JEE NEET Paper Generator | Vedclass
Brand: Vedclass
Rating: 5 (35 reviews)

Question

(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?

Similar Questions

Which of the following compounds gives a yellow solid product when reacted with $NaOI$?

Predict the product in the given reaction:
$3-\text{chlorobenzaldehyde} \xrightarrow{50\% \text{KOH}, \Delta} ?$

The correct sequence of reagents for the preparation of $Q$ and $R$ is:

Which of the following will give $-ve$ Tollen's but $+ve$ Iodoform test?

The same product $(A)$ is formed in both of the following reactions:
$1. PhMgBr + CH_3-CN \xrightarrow{H_3O^{+}} (A)$
$2. Ph-COOH \xrightarrow{(1) \text{ excess } CH_3Li, (2) H_3O^{+}} (A)$
Identify product $(A)$.

Vedclass Test Series

Exam Paper Generator

Online Exam Module