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Suppose that, instead of reacting your Grignard reagent with CO₂, you added benzophenone (C₆H₅COC₆H₅) to the prepared Grignard reagent. What product would you form?

Answer :

Final answer:

When a Grignard reagent reacts with benzophenone, it results in the formation of a tertiary alcohol. The Grignard reagent acts as a strong nucleophile, attacking the carbonyl carbon and breaking the double bond leading to subsequent protonation of the oxygen to form an alcohol.

Explanation:

When a Grignard reagent reacts with benzophenone [tex](C_6H_5COC_6H_5)[/tex], the product formed is a tertiary alcohol. The Grignard reagent, which is a strong nucleophile, attacks the carbonyl carbon of the benzophenone, pushing the electrons of the carbonyl bond onto the oxygen. Subsequent acid work-up (often done with water or dilute acids) results in a protonation of the oxygen, thus leading to the formation of the tertiary alcohol.

For example, if we react phenylmagnesium bromide (a Grignard reagent, often written as PhMgBr) with benzophenone, the product would be triphenylmethanol [tex](Ph_3COH)[/tex]. This is due to the PhMgBr attacking the central carbon of the benzophenone, breaking the double bond and attaching itself to the molecule. The subsequent acid work-up would then convert the negatively charged oxygen into an alcohol by adding a hydrogen ion [tex](H^+)[/tex].

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