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Acetophenone is prepared by...

Acetophenone is prepared by

A

heating benzoyl chloride with dimethyl cadmium

B

treating benzoyl chloride with excess of `CH_3 MgI`followed by hydrolysis

C

treating benzene with excess acetyl chloride in presence of anhydrous `AICI_3`

D

reducing benzoyl chloride with `H_2` in the presence of Lindlar catalyst

Text Solution

AI Generated Solution

The correct Answer is:
To prepare acetophenone, we can utilize several methods. Here’s a step-by-step breakdown of the options provided in the question: ### Step 1: Analyzing the Options We have four options to consider for the preparation of acetophenone: 1. Heating benzoic chloride with dimethyl cadmium. 2. Treating benzoic chloride with excess CH₃MgI followed by hydrolysis. 3. Treating benzene with excess acetyl chloride in the presence of anhydrous AlCl₃. 4. Reducing benzoyl chloride with H₂ in the presence of Lindlar catalyst. ### Step 2: Evaluating Each Option **Option 1: Heating benzoic chloride with dimethyl cadmium** - This reaction involves the formation of an organocadmium compound. - The reaction can be represented as: \[ \text{C}_6\text{H}_5\text{COCl} + \text{(CH}_3\text{)}_2\text{Cd} \rightarrow \text{C}_6\text{H}_5\text{COCH}_3 + \text{CdCl}_2 \] - This results in the formation of acetophenone (C₆H₅COCH₃). - **Conclusion**: This option is correct. **Option 2: Treating benzoic chloride with excess CH₃MgI followed by hydrolysis** - This reaction involves a Grignard reagent, CH₃MgI, which reacts with benzoic chloride. - The initial reaction forms a tertiary alcohol after hydrolysis: \[ \text{C}_6\text{H}_5\text{COCl} + \text{CH}_3\text{MgI} \rightarrow \text{C}_6\text{H}_5\text{C(OH)(CH}_3\text{)}_2 \] - This does not yield acetophenone but rather a tertiary alcohol. - **Conclusion**: This option is incorrect. **Option 3: Treating benzene with excess acetyl chloride in the presence of anhydrous AlCl₃** - This is a Friedel-Crafts acylation reaction. - The reaction can be represented as: \[ \text{C}_6\text{H}_6 + \text{CH}_3\text{COCl} \xrightarrow{\text{AlCl}_3} \text{C}_6\text{H}_5\text{COCH}_3 \] - This results in the formation of acetophenone. - **Conclusion**: This option is correct. **Option 4: Reducing benzoyl chloride with H₂ in the presence of Lindlar catalyst** - This reaction typically reduces benzoyl chloride to an aldehyde (benzaldehyde) rather than to acetophenone. - The reaction can be represented as: \[ \text{C}_6\text{H}_5\text{COCl} + \text{H}_2 \xrightarrow{\text{Lindlar catalyst}} \text{C}_6\text{H}_5\text{CHO} \] - **Conclusion**: This option is incorrect. ### Final Conclusion Based on the analysis, the correct methods for preparing acetophenone are: - **Option 1**: Heating benzoic chloride with dimethyl cadmium. - **Option 3**: Treating benzene with excess acetyl chloride in the presence of anhydrous AlCl₃.
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Knowledge Check

  • Acetophenone is prepared from _____________.

    A
    Rosenmund reaction
    B
    Sandmeyer reaction
    C
    Wurtz reaction
    D
    Friedel Craft reaction
  • Acetophenone is prepared from

    A
    Rosenmund reaction
    B
    Sandmayer reaction
    C
    Wurtz reaction
    D
    Friedel craft reaction
  • Acetophenone is prepared from :

    A
    Rosenmund reaction
    B
    Sandmeyer reaction
    C
    Wurtz reaction
    D
    Friedel craft reaction
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