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Methyl cyanide on treatment with methyl ...

Methyl cyanide on treatment with methyl magnesium bromide followed by of subsequent hydrolysis gives:

A

Propanone

B

Ethanone

C

Ethanal

D

Propanal

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The correct Answer is:
To solve the problem of what methyl cyanide produces when treated with methyl magnesium bromide followed by hydrolysis, we can break it down into several steps: ### Step 1: Identify Methyl Cyanide Methyl cyanide, also known as acetonitrile, has the chemical formula CH₃CN. ### Step 2: Understand Grignard Reagent Methyl magnesium bromide (CH₃MgBr) is a Grignard reagent. Grignard reagents are highly reactive organomagnesium compounds that can react with electrophiles. ### Step 3: Reaction of Methyl Cyanide with Grignard Reagent When methyl cyanide reacts with methyl magnesium bromide, the nucleophilic carbon in the Grignard reagent attacks the electrophilic carbon in the cyanide group (C≡N). This results in the formation of an intermediate compound. The reaction can be represented as follows: \[ \text{CH}_3\text{CN} + \text{CH}_3\text{MgBr} \rightarrow \text{CH}_3\text{C}(\text{N} \text{CH}_3)\text{MgBr} \] ### Step 4: Hydrolysis of the Intermediate The next step is hydrolysis of the intermediate formed. When the intermediate is hydrolyzed, it will convert the cyanide group into an amine and a carbonyl group. The reaction can be represented as: \[ \text{CH}_3\text{C}(\text{N} \text{CH}_3)\text{MgBr} + \text{H}_2\text{O} \rightarrow \text{CH}_3\text{C(OH)(NH}_2)\text{CH}_3 + \text{MgBrOH} \] ### Step 5: Formation of Propanone Upon further hydrolysis and loss of ammonia (NH₃), the product will rearrange to form a ketone. The final product after hydrolysis is: \[ \text{CH}_3\text{C(=O)CH}_3 \] This compound is known as propanone (or acetone). ### Conclusion Thus, the final product of the reaction of methyl cyanide with methyl magnesium bromide followed by hydrolysis is propanone (acetone). ### Final Answer Methyl cyanide on treatment with methyl magnesium bromide followed by subsequent hydrolysis gives propanone (acetone). ---

To solve the problem of what methyl cyanide produces when treated with methyl magnesium bromide followed by hydrolysis, we can break it down into several steps: ### Step 1: Identify Methyl Cyanide Methyl cyanide, also known as acetonitrile, has the chemical formula CH₃CN. ### Step 2: Understand Grignard Reagent Methyl magnesium bromide (CH₃MgBr) is a Grignard reagent. Grignard reagents are highly reactive organomagnesium compounds that can react with electrophiles. ...
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CENGAGE CHEMISTRY ENGLISH-ORGANIC COMPOUNDS WITH FUNCTIONAL GROUP-Exercises Single Correct
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