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C6H6overset(CH3COCl)underset(AlCl3)rarro...

`C_6H_6overset(CH_3COCl)underset(AlCl_3)rarroverset(Zn//Hg//HCl)rarr(P)`
In the reaction sequence product (P) will be

A

`C_6H_5-CH_3`

B

`C_6H_5-CH_2-CH_3`

C

`C_6H_5-CH_2-CHO`

D

`C_6H_5-CH=CH_2`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given problem step by step, we will analyze the reaction sequence involving benzene (C₆H₆), acetyl chloride (CH₃COCl), aluminum chloride (AlCl₃), and zinc amalgam in the presence of hydrochloric acid (HCl). ### Step 1: Electrophilic Aromatic Substitution The first step involves the reaction of benzene (C₆H₆) with acetyl chloride (CH₃COCl) in the presence of aluminum chloride (AlCl₃). 1. **Formation of Electrophile**: - Acetyl chloride reacts with AlCl₃ to form the electrophile, which is the acetyl cation (CH₃CO⁺). - The reaction can be represented as: \[ \text{CH}_3\text{COCl} + \text{AlCl}_3 \rightarrow \text{CH}_3\text{CO}^+ + \text{AlCl}_4^- \] 2. **Electrophilic Attack**: - The benzene ring acts as a nucleophile and attacks the electrophile (CH₃CO⁺). - This results in the formation of a sigma complex (arenium ion), which temporarily loses its aromaticity: \[ \text{C}_6\text{H}_6 + \text{CH}_3\text{CO}^+ \rightarrow \text{C}_6\text{H}_5\text{COCH}_3^+ \] 3. **Deprotonation**: - To regain aromaticity, the sigma complex loses a proton (H⁺), leading to the formation of acetophenone (C₆H₅COCH₃): \[ \text{C}_6\text{H}_5\text{COCH}_3^+ \rightarrow \text{C}_6\text{H}_5\text{COCH}_3 + \text{H}^+ \] ### Step 2: Reduction of Carbonyl Group The next step involves the reduction of the carbonyl group in acetophenone using zinc amalgam (Zn/Hg) in the presence of hydrochloric acid (HCl). 1. **Reduction Reaction**: - Zinc amalgam acts as a reducing agent, converting the carbonyl group (C=O) of acetophenone into a methylene group (–CH₂–): \[ \text{C}_6\text{H}_5\text{COCH}_3 \xrightarrow{\text{Zn/Hg, HCl}} \text{C}_6\text{H}_5\text{CH}_2\text{CH}_3 \] ### Final Product The final product (P) after the reduction is: \[ \text{C}_6\text{H}_5\text{CH}_2\text{CH}_3 \] This compound is known as ethylbenzene. ### Conclusion The product (P) formed from the given reaction sequence is ethylbenzene (C₆H₅CH₂CH₃). ---
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