Which of the following alcohols cannot be pre | vedclass

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(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

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$PhC(OH)(CH_3)Et$

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(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?

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