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C(6)H(6) underset(AlCl(3))overset(CH(3)C...

`C_(6)H_(6) underset(AlCl_(3))overset(CH_(3)COCl)(rarr) A underset(HCl)overset(Zn-Hg)(rarr) B`
The end product in the above sequence is :

A

Toluene

B

Ethyl benzene

C

Both the above

D

None

Text Solution

AI Generated Solution

The correct Answer is:
To solve the given reaction sequence, we will break it down into two main steps involving the reactions of benzene with acyl chloride and then the reduction of the resulting compound. ### Step 1: Friedel-Crafts Acylation 1. **Starting Material**: We begin with benzene (C₆H₆). 2. **Reagents**: We are reacting benzene with acetyl chloride (CH₃COCl) in the presence of aluminum chloride (AlCl₃), which acts as a Lewis acid. 3. **Mechanism**: - The aluminum chloride activates the acetyl chloride by forming a complex, generating a positively charged acylium ion (CH₃C^+=O). - The acylium ion is a strong electrophile and will react with the nucleophilic benzene ring. - The benzene ring donates an electron to the acylium ion, leading to the formation of a new carbon-carbon bond and generating a carbocation intermediate. - The carbocation then loses a proton (H⁺) to restore aromaticity, resulting in the formation of acetophenone (C₆H₅C(O)CH₃). ### Step 2: Clemmensen Reduction 1. **Starting Material**: The product from Step 1 is acetophenone (C₆H₅C(O)CH₃). 2. **Reagents**: This compound is treated with zinc amalgam (Zn-Hg) in the presence of hydrochloric acid (HCl). 3. **Mechanism**: - The Clemmensen reduction involves the reduction of the carbonyl group (C=O) in acetophenone to a methylene group (–CH₂–). - The carbonyl oxygen is reduced, and the carbonyl carbon is converted to a methylene carbon. - This results in the formation of ethylbenzene (C₆H₅CH₂CH₃). ### Final Product The end product B in the reaction sequence is ethylbenzene (C₆H₅CH₂CH₃). ### Summary of the Reaction Sequence 1. **Benzene + Acetyl Chloride (AlCl₃)** → Acetophenone (C₆H₅C(O)CH₃) 2. **Acetophenone + Zn-Hg/HCl** → Ethylbenzene (C₆H₅CH₂CH₃) ### Final Answer The end product B is **ethylbenzene (C₆H₅CH₂CH₃)**.
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