Which of the following combinations cannot be | vedclass

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(D) The target alcohol is $2$-phenylbutan-$2$-ol,which has the structure $Ph-C(OH)(CH_3)-CH_2-CH_3$.Grignard reagents react with ketones to form terti

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$EtMgBr + Ph-C(=O)-CH_2-CH_3 \xrightarrow{NH_4Cl}$

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(D) The target alcohol is $2$-phenylbutan-$2$-ol,which has the structure $Ph-C(OH)(CH_3)-CH_2-CH_3$.Grignard reagents react with ketones to form tertiary alcohols.In option $(D)$,the reaction is:$EtMgBr + Ph-C(=O)-CH_2-CH_3 \xrightarrow{NH_4Cl} Ph-C(OH)(CH_2-CH_3)_2$This combination produces $3$-phenylpentan-$3$-ol,which is not the required alcohol.Options $(A)$,$(B)$,and $(C)$ correctly produce $2$-phenylbutan-$2$-ol.

Which of the following combinations cannot be used to prepare the alcohol $Ph-C(OH)(CH_3)-CH_2-CH_3$?

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