Which Grignard reagent, followed by aqueous workup, can be used to convert acetone into 2-methyl-2-propanol?Select answer from the options belowpropyl magnesium bromidemethyl magnesium bromideisopropyl magnesium bromideethyl magnesium bromide
Question
Which Grignard reagent, followed by aqueous workup, can be used to convert acetone into 2-methyl-2-propanol?Select answer from the options belowpropyl magnesium bromidemethyl magnesium bromideisopropyl magnesium bromideethyl magnesium bromide
Solution
The Grignard reagent that can be used to convert acetone into 2-methyl-2-propanol is methyl magnesium bromide.
Here's the step-by-step process:
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The Grignard reagent, methyl magnesium bromide, is prepared by reacting magnesium metal with methyl bromide in an ether solvent.
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The Grignard reagent is then added to the acetone. The carbon-magnesium bond in the Grignard reagent is highly polar, so the carbon end acts as a nucleophile, attacking the electrophilic carbon of the acetone's carbonyl group.
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This results in the addition of a methyl group to the acetone, forming a tertiary alcohol.
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The reaction is then quenched with an aqueous acid, which protonates the oxygen atom of the alcohol, resulting in the formation of 2-methyl-2-propanol.
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