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Benzene can be converted to isopropyl be...

Benzene can be converted to isopropyl benzene (Cumene) by the following reagent.

A

`CH_(3) CH_(2) CH_(2)` Cl + Anhy. `AlCl_(3)`

B

`CH_(3)–CH = CH_(2)` + Anhy.` AlCl_(3)+ HCl`

C

Both of the above

D

none of these

Text Solution

AI Generated Solution

The correct Answer is:
To convert benzene to isopropyl benzene (cumene), we can utilize the Friedel-Crafts alkylation reaction. Here’s a step-by-step solution: ### Step 1: Identify the Reagents We need to select a suitable alkyl halide and a Lewis acid catalyst. In this case, we can use either n-propyl chloride or propene in the presence of anhydrous AlCl3. ### Step 2: Reaction with n-Propyl Chloride 1. **Formation of Carbocation**: - When n-propyl chloride (CH3CH2CH2Cl) reacts with anhydrous AlCl3, it forms a 1-degree carbocation (CH3CH2CH2^+). - The reaction can be represented as: \[ \text{CH}_3\text{CH}_2\text{CH}_2\text{Cl} + \text{AlCl}_3 \rightarrow \text{CH}_3\text{CH}_2\text{CH}_2^+ + \text{AlCl}_4^- \] 2. **Hydride Shift**: - The 1-degree carbocation can undergo a hydride shift to form a more stable 2-degree carbocation (CH3CH^+(CH3)). - The reaction can be represented as: \[ \text{CH}_3\text{CH}_2\text{CH}_2^+ \rightarrow \text{CH}_3\text{CH}^+(CH_3) \] ### Step 3: Electrophilic Attack on Benzene 3. **Benzene Reaction**: - The 2-degree carbocation will now react with benzene. The π bond in benzene will break, allowing the carbocation to form a bond with one of the carbon atoms in benzene. - This can be represented as: \[ \text{C}_6\text{H}_6 + \text{CH}_3\text{CH}^+(CH_3) \rightarrow \text{C}_6\text{H}_5\text{C}(CH_3)^+ \] ### Step 4: Deprotonation 4. **Formation of Cumene**: - The AlCl4^- will abstract a proton from the benzene ring, leading to the formation of cumene (isopropyl benzene) and regenerating AlCl3. - The final reaction can be represented as: \[ \text{C}_6\text{H}_5\text{C}(CH_3)^+ + \text{AlCl}_4^- \rightarrow \text{C}_6\text{H}_5\text{C}(CH_3) + \text{HCl} + \text{AlCl}_3 \] ### Conclusion Thus, the overall reaction leads to the formation of isopropyl benzene (cumene) from benzene using n-propyl chloride and anhydrous AlCl3.
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