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When 1-bromobutane is exposed to magnesium, followed by acetone and then aqueous acid, what is the resulting product

2 Answers

6 votes

Final answer:

When 1-bromobutane reacts with magnesium, acetone, and aqueous acid sequentially, the final product is 2-methyl-2-butanol. This process involves the formation of a Grignard reagent and subsequent reaction with acetone to produce the tertiary alcohol.

Step-by-step explanation:

When 1-bromobutane is exposed to magnesium, followed by acetone and then aqueous acid, the resulting product is a Grignard reagent followed by a tertiary alcohol after the entire reaction sequence. This process is a combination of a Grignard reaction and a subsequent hydration step.

The reaction sequence involves the formation of a Grignard reagent by the reaction of 1-bromobutane with magnesium in an ether solvent such as diethyl ether or THF (tetrahydrofuran). This results in butylmagnesium bromide. The Grignard reagent then reacts with acetone, a ketone, to form a tertiary alcohol after an aqueous acid is added to protonate the alkoxide intermediate. The final product of this sequence is 2-methyl-2-butanol.

This type of reaction is useful for forming carbon-carbon bonds and is widely used in organic synthesis. The Grignard reagent acts as a nucleophile, attacking the electrophilic carbon in the carbonyl group of acetone, which after subsequent steps leads to the formation of the new alcohol.

User SoluableNonagon
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10 votes

Answer:

2-Methyl-2-hexanol

Step-by-step explanation:

1-bromobutane when reacted with Magnesium in ether forms a Grignard reagent.

The Grignard reagent reacts with carbonyl compounds to produce corresponding alcohols.

Primary alcohols are formed when the carbonyl compound is formaldehyde.

Secondary alcohols are formed when the carbonyl compound is any aldehyde other than formaldehyde.

Tertiary alcohols are formed when Grignard reagent is reacted with ketones.

In given question the carbonyl compound is Acetone (ketone) hence the final product will be a tertiary alcohol.

When 1-bromobutane is exposed to magnesium, followed by acetone and then aqueous acid-example-1
User Deadghost
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