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Reaction of propanone with methylmagnesi...

Reaction of propanone with methylmagnesium bromide followed by hydrolysis gives :-

A

Butan-1-ol

B

Propan-2-ol

C

2,2-Dimethylpropan-1-ol

D

2-Methylpropan-2-ol

Text Solution

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The correct Answer is:
To solve the question regarding the reaction of propanone with methylmagnesium bromide followed by hydrolysis, we will go through the reaction step by step. ### Step 1: Identify the Reactants The reactants involved in this reaction are: - **Propanone (acetone)**: The structure of propanone is CH3COCH3, which consists of three carbon atoms, with a carbonyl group (C=O) at the second carbon. - **Methylmagnesium bromide (CH3MgBr)**: This is a Grignard reagent, where the methyl group (CH3) acts as a nucleophile. **Hint**: Remember that Grignard reagents are strong nucleophiles and react with electrophiles such as carbonyl compounds. ### Step 2: Nucleophilic Addition In the first step of the reaction, the nucleophilic carbon of the methyl group in methylmagnesium bromide attacks the electrophilic carbon of the carbonyl group in propanone. This results in the formation of a tetrahedral intermediate. - The reaction can be represented as: \[ CH3COCH3 + CH3MgBr \rightarrow CH3C(OH)(CH3)MgBr \] **Hint**: The carbonyl carbon becomes a tetrahedral carbon after the nucleophilic attack, leading to the formation of an alkoxide intermediate. ### Step 3: Formation of Alkoxide Intermediate After the nucleophilic addition, we have an alkoxide intermediate: - The structure is CH3C(OH)(CH3)MgBr, where the oxygen has a negative charge and is bonded to the magnesium bromide. **Hint**: The alkoxide ion is a key intermediate in the reaction and will be converted to an alcohol in the next step. ### Step 4: Hydrolysis The next step involves hydrolysis, where the alkoxide intermediate reacts with water (or an aqueous solution) to form an alcohol. The hydrolysis can be represented as: \[ CH3C(OH)(CH3)MgBr + H2O \rightarrow CH3C(OH)(CH3) + Mg(OH)Br \] - The product formed is 2-methylpropan-2-ol (also known as tert-butanol), which has the structure: \[ CH3C(OH)(CH3)CH3 \] **Hint**: Hydrolysis converts the alkoxide into a stable alcohol, which is the final product of the reaction. ### Step 5: Conclusion The final product of the reaction of propanone with methylmagnesium bromide followed by hydrolysis is 2-methylpropan-2-ol. **Final Answer**: 2-methylpropan-2-ol (Option 4).

To solve the question regarding the reaction of propanone with methylmagnesium bromide followed by hydrolysis, we will go through the reaction step by step. ### Step 1: Identify the Reactants The reactants involved in this reaction are: - **Propanone (acetone)**: The structure of propanone is CH3COCH3, which consists of three carbon atoms, with a carbonyl group (C=O) at the second carbon. - **Methylmagnesium bromide (CH3MgBr)**: This is a Grignard reagent, where the methyl group (CH3) acts as a nucleophile. **Hint**: Remember that Grignard reagents are strong nucleophiles and react with electrophiles such as carbonyl compounds. ...
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