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Reaction of propanone with methylmagnesi...

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

A

primary alcohol

B

secondary alcohol

C

tertiary alcohol

D

carboxylic acid

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question regarding the reaction of propanone with methylmagnesium bromide followed by hydrolysis, we can break it down into clear steps: ### Step 1: Identify the Reactants - The reactants in this reaction are propanone (a ketone) and methylmagnesium bromide (a Grignard reagent). ### Step 2: Understand the Structure of Propanone - Propanone, also known as acetone, has the following structure: \[ CH_3COCH_3 \] It consists of a carbonyl group (C=O) flanked by two methyl groups (CH₃). ### Step 3: Reaction with Methylmagnesium Bromide - Methylmagnesium bromide (CH₃MgBr) acts as a nucleophile. In the presence of the carbonyl group in propanone, the nucleophile attacks the electrophilic carbon of the carbonyl group. - This results in a nucleophilic addition reaction, forming an intermediate alkoxide: \[ CH_3COCH_3 + CH_3MgBr \rightarrow CH_3C(OMgBr)(CH_3) \] ### Step 4: Hydrolysis of the Alkoxide - The next step is hydrolysis, where the alkoxide intermediate reacts with water (or an acid) to form the corresponding alcohol. - During hydrolysis, the alkoxide is protonated, leading to the formation of a tertiary alcohol: \[ CH_3C(OMgBr)(CH_3) + H_2O \rightarrow CH_3C(OH)(CH_3) + Mg(OH)Br \] - The product formed is: \[ (CH_3)_3COH \] This is tert-butanol, which is a tertiary alcohol. ### Step 5: Conclusion - Therefore, the final product of the reaction of propanone with methylmagnesium bromide followed by hydrolysis is a tertiary alcohol. ### Final Answer The correct answer is **tertiary alcohol** (Option 3). ---
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Knowledge Check

  • The product obtained on treating acetone with ethyl magnesium bromide followed by hydrolysis is :

    A
    `CH_(3)CH_(2)CH_(2)CH_(2)OH`
    B
    `H_(3)C-overset(OH) overset(|) underset(H) underset(|)(C)- underset(H_(2)) underset(|)(C)-CH_(3)`
    C
    D
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