Which of the following compounds cannot be sy | vedclass

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(D) Grignard reagents $(RMgX)$ are strong nucleophiles that react with carbonyl compounds to form alcohols. $1$. Reaction with formaldehyde $(HCHO)$ y

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An ester

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(D) Grignard reagents $(RMgX)$ are strong nucleophiles that react with carbonyl compounds to form alcohols. $1$. Reaction with formaldehyde $(HCHO)$ yields a primary alcohol. $2$. Reaction with other aldehydes $(RCHO)$ yields a secondary alcohol. $3$. Reaction with ketones $(R_2CO)$ yields a tertiary alcohol. $4$. Reaction with nitriles or acid chlorides can yield ketones. However,Grignard reagents react with esters $(RCOOR')$ to form tertiary alcohols (after two additions) and cannot be used to synthesize the ester itself,as the Grignard reagent would attack the ester carbonyl group.

Which of the following compounds cannot be synthesized by the reaction of a Grignard reagent?

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