Chemistry Hydrocarbons MDCAT 2011
PMDC Verified Question 62 of 65
Benzene in presence of \( \text{AlCl}_3 \) gives acetophenone when reacts with
A
Acetyl chloride
B
Acetic acid
C
Ethyl benzene
D
Ethanoic acid
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option A: Acetyl chloride
Concept:

Friedel-Crafts acylation attaches an acyl group (\( \text{R}-\text{C}=\text{O} \)) to a benzene ring using an acyl halide and a Lewis acid catalyst.

Formula:

$$ \text{C}_6\text{H}_6 + \text{CH}_3\text{COCl} \xrightarrow{\text{AlCl}_3} \text{C}_6\text{H}_5\text{COCH}_3 + \text{HCl} $$

Solution:

  • Acetophenone (\( \text{C}_6\text{H}_5\text{COCH}_3 \)) specifically requires an acetyl group (\( \text{CH}_3\text{CO}- \)).


  • Reacting benzene with acetyl chloride (\( \text{CH}_3\text{COCl} \)) in the presence of anhydrous \( \text{AlCl}_3 \) generates the highly reactive acylium ion (\( \text{CH}_3\text{C}^+=\text{O} \)), which then attacks the ring to form acetophenone.


Why other options are incorrect:

  • Acetic acid and ethanoic acid (same compound) are carboxylic acids, which do not undergo Friedel-Crafts acylation directly without being converted to an acyl chloride or anhydride first.


  • Ethyl benzene is a hydrocarbon product of Friedel-Crafts alkylation, not an acylating agent.

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