Q135 / 200 · MHT CET - Medical 2026 (23 April Shift 2) · Chemistry
Chlorobenzene on reaction with acetyl chloride in presence of anhydrous aluminum chloride forms,
- A2-Chloroacetophenone
- B3-Chloroacetophenone
- C4-Chloroacetophenone
- Correct answerD2-Chloroacetophenone and 4-Chloroacetophenone
Solution
The reaction of chlorobenzene with acetyl chloride in the presence of anhydrous aluminum chloride is a Friedel-Crafts acylation reaction.
The electrophile generated is the acylium ion, $CH_3C^{+}=O$.
In chlorobenzene, the chlorine atom is an ortho, para-directing group due to the $+R$ resonance effect of its lone pair of electrons, which increases electron density at the ortho and para positions.
Therefore, the electrophilic substitution occurs at the ortho and para positions, yielding a mixture of 2-chloroacetophenone (minor product) and 4-chloroacetophenone (major product).
Answer: 2-Chloroacetophenone and 4-Chloroacetophenone
The electrophile generated is the acylium ion, $CH_3C^{+}=O$.
In chlorobenzene, the chlorine atom is an ortho, para-directing group due to the $+R$ resonance effect of its lone pair of electrons, which increases electron density at the ortho and para positions.
Therefore, the electrophilic substitution occurs at the ortho and para positions, yielding a mixture of 2-chloroacetophenone (minor product) and 4-chloroacetophenone (major product).
Answer: 2-Chloroacetophenone and 4-Chloroacetophenone
Hence, the correct answer is option: 'D'.