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Toluene on treatment with CrO3 and (CH3...

Toluene on treatment with `CrO_3` and `(CH_3CO)_2O` followed by hydrolysis with dil. HCl gives

A

benzaldehyde

B

benzoic acid

C

phenol

D

phenylacetaldehyde.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the problem step by step, we will analyze the reaction of toluene with CrO3 and acetic anhydride followed by hydrolysis with dilute HCl. ### Step 1: Understanding the Reactants - **Toluene (C7H8)**: It consists of a benzene ring with a methyl group (–CH3) attached to it. - **Chromic oxide (CrO3)**: This is a strong oxidizing agent. - **Acetic anhydride ((CH3CO)2O)**: This compound is often used in organic synthesis to introduce acetyl groups. ### Step 2: Reaction of Toluene with CrO3 and Acetic Anhydride - When toluene is treated with CrO3 and acetic anhydride, the methyl group (–CH3) of toluene is oxidized. - The oxidation of toluene leads to the formation of a compound known as phenylacetaldehyde (C8H8O), where the –CH3 group is oxidized to an aldehyde group (–CHO) and an additional acetyl group (–COCH3) is formed. ### Step 3: Hydrolysis with Dilute HCl - The next step involves hydrolysis of the phenylacetaldehyde complex in the presence of dilute HCl. - During hydrolysis, the acetyl group is removed, and the aldehyde group remains intact. - This results in the formation of benzaldehyde (C7H6O). ### Step 4: Conclusion - The final product after the complete reaction is benzaldehyde. ### Final Answer The product obtained from the reaction of toluene with CrO3 and acetic anhydride followed by hydrolysis with dilute HCl is **benzaldehyde**.
To solve the problem step by step, we will analyze the reaction of toluene with CrO3 and acetic anhydride followed by hydrolysis with dilute HCl. ### Step 1: Understanding the Reactants - **Toluene (C7H8)**: It consists of a benzene ring with a methyl group (–CH3) attached to it. - **Chromic oxide (CrO3)**: This is a strong oxidizing agent. - **Acetic anhydride ((CH3CO)2O)**: This compound is often used in organic synthesis to introduce acetyl groups. ### Step 2: Reaction of Toluene with CrO3 and Acetic Anhydride ...
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Knowledge Check

  • Acetaldehyde on treatment with hydrogen cyanide followed by hydrolysis gives:

    A
    formic acid
    B
    acetic acid
    C
    lactic acid
    D
    tartaric acid

  • Acetaldehyde on treatment with hydrogen cyanide followed by hydrolysis gives:

    A
    formic acid
    B
    acetic acid
    C
    lactic acid
    D
    tartaric acid

  • Acetaldehyde on treatment with hydrogen cyanide followed by hydrolysis gives:

    A
    formic acid
    B
    acetic acid
    C
    lactic acid
    D
    tartaric acid