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CH(3)CN overset(CH(3)MgBr(2" mol"))under...

`CH_(3)CN overset(CH_(3)MgBr(2" mol"))underset(H_(3)O^(+))to A overset("conc. "H_(2)SO_(4))to B`
A and B are

A

B

`(CH_(3))_(3)COH,(CH_(3))_(2)C=CH_(2)`

C

`(CH_(3))_(2)CHOH,CH_(3)CH=CH_(2)`

D

None is correct

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem, we will follow the steps outlined in the video transcript and break down the reactions step by step. ### Step 1: Reaction of CH₃CN with CH₃MgBr 1. **Starting Material**: We have CH₃CN (acetonitrile), which contains a carbon atom triple-bonded to a nitrogen atom. 2. **Nucleophilic Attack**: The Grignard reagent CH₃MgBr acts as a nucleophile. The carbon atom in the nitrile (C≡N) is electrophilic due to the electronegative nitrogen atom pulling electron density away from it. 3. **Formation of an Intermediate**: The nucleophilic CH₃ group from CH₃MgBr attacks the electrophilic carbon of the nitrile, resulting in the formation of an intermediate: \[ CH₃C(=N)MgBr \] This intermediate has a carbon double-bonded to nitrogen and a magnesium bromide group attached. ### Step 2: Hydrolysis of the Intermediate 1. **Hydrolysis**: When we add H₃O⁺ (acidic hydrolysis), the intermediate undergoes hydrolysis. The nitrogen atom will attract a hydrogen ion from water, leading to the formation of an amine and a carbonyl compound: \[ CH₃C(=O)CH₃ + NH₄^+ + MgBr^- \] Here, we have formed an amide (CH₃C(=O)NH₂) and a byproduct of ammonium ion and magnesium bromide. ### Step 3: Conversion of A to B using Concentrated H₂SO₄ 1. **Formation of B**: The amide (A) can be treated with concentrated sulfuric acid (H₂SO₄), which will lead to dehydration and the formation of an imine or an amide derivative: \[ CH₃C(=O)NH₂ \overset{H₂SO₄}{\rightarrow} CH₃C(=O) + H₂O \] This step results in the formation of a ketone (B). ### Final Products - **A**: The product after the first reaction and hydrolysis is **Acetamide (CH₃C(=O)NH₂)**. - **B**: The product after dehydration using concentrated sulfuric acid is **Acetone (CH₃C(=O)CH₃)**. ### Summary - **A**: Acetamide (CH₃C(=O)NH₂) - **B**: Acetone (CH₃C(=O)CH₃)
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