Which of the following alcohols cannot be pre | vedclass

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

Question

(D) The reaction of an acid chloride $(RCOCl)$ with an excess of a Grignard reagent $(R'MgX)$ proceeds via a ketone intermediate to form a tertiary al

Vedclass · Accepted Answer

$PhC(OH)(CH_3)Et$

Vedclass · Answer

(D) The reaction of an acid chloride $(RCOCl)$ with an excess of a Grignard reagent $(R'MgX)$ proceeds via a ketone intermediate to form a tertiary alcohol of the type $RC(OH)(R')_2$.This means that the resulting tertiary alcohol must have at least two identical alkyl or aryl groups attached to the carbon bearing the hydroxyl group.Let us analyze the options:$(A)$ $Ph_2C(OH)CH_3$: Has two identical $Ph$ groups. Can be prepared from $CH_3COCl + 2PhMgBr$.$(B)$ $PhC(OH)(CH_3)_2$: Has two identical $CH_3$ groups. Can be prepared from $PhCOCl + 2CH_3MgBr$.$(C)$ $Et_2C(OH)CH_3$: Has two identical $Et$ groups. Can be prepared from $CH_3COCl + 2EtMgBr$.$(D)$ $PhC(OH)(CH_3)Et$: Has three different groups $(Ph, CH_3, Et)$. This cannot be prepared by the reaction of an acid chloride with an excess of a single Grignard reagent,as that would require two different Grignard reagents to be added sequentially,which is not possible in a single step with excess reagent.Therefore,the correct option is $(D)$.

Which of the following alcohols cannot be prepared by the reaction of an acid chloride with an excess of a Grignard reagent followed by acidification?

Similar Questions

Which of the following compounds gives a positive iodoform test with $I_2$ and $NaOH$?

$CHO-CH(OH)-CH_2OH \xrightarrow{2HIO_4}$ Products obtained in the above reaction are

$A$ on heating isomerizes to $B$. What is the structure of $B$?

Which of the following compounds is a trihydric alcohol?

The reaction $CH_3-C(CH_3)(OH)-CH_3 \xrightarrow{H_2SO_4} CH_3-C(CH_3)=CH_2$ is an example of:

Vedclass Test Series

Exam Paper Generator

Online Exam Module