Home
Class 12
CHEMISTRY
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)`

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 follow these steps: ### Step 1: Identify the Reaction We need to perform an electrophilic aromatic substitution reaction. The reagent we will use is an alkyl halide in the presence of a Lewis acid catalyst, such as AlCl3. ### Step 2: Structure of Cumene The structure of cumene is as follows: - It has a benzene ring (C6H5) attached to a propyl group (C3H7), specifically isopropyl (C3H7) which is (CH(CH3)2). ### Step 3: Choose the Alkyl Halide For this reaction, we can use 1-bromopropane (CH3CH2CH2Br) as the alkyl halide. ### Step 4: Formation of Carbocation When 1-bromopropane reacts with AlCl3, the Lewis acid (AlCl3) interacts with the bromine atom, leading to the formation of a carbocation. The reaction can be summarized as: - CH3CH2CH2Br + AlCl3 → CH3CH2CH2+ + AlCl4− This produces a primary carbocation (CH3CH2CH2+). ### Step 5: Carbocation Rearrangement Since primary carbocations are less stable, a hydride shift occurs to form a more stable secondary carbocation: - CH3CH2CH2+ → CH3CH(CH3)+ (isopropyl carbocation) ### Step 6: Electrophilic Attack on Benzene The isopropyl carbocation (now a more stable secondary carbocation) acts as an electrophile and attacks the benzene ring: - C6H5 + CH3CH(CH3)+ → C6H5CH(CH3)2 (cumene) ### Step 7: Regeneration of Aromaticity After the electrophilic attack, a proton is lost from the benzene ring to restore aromaticity: - C6H5CH(CH3)2 → Cumene + H+ ### Conclusion Thus, benzene can be converted to isopropyl benzene (cumene) using 1-bromopropane and AlCl3 as the reagents. ---
Promotional Banner

Topper's Solved these Questions

  • HALOALKANES & HALOARENES

    VMC MODULES ENGLISH|Exercise IMPECCABLE|100 Videos
  • HALOALKANES & HALOARENES

    VMC MODULES ENGLISH|Exercise ENABLE|99 Videos
  • ENVIRONMENTAL CHEMISTRY

    VMC MODULES ENGLISH|Exercise JEE Main (Archive)|39 Videos
  • HALOALKANES AND HALOARENES

    VMC MODULES ENGLISH|Exercise IN-CHAPTER EXERCISE - F|6 Videos

Similar Questions

Explore conceptually related problems

How chlorobenzene can be converted into benzene.

Convert benzene to the following compounds:

Benzene is obtained by all the following reactions except

Convert benzene into the following p-Nitrobenzoic acid.

Convert : Ethyne to benzene

How is acetone converted to: Isopropyl alcohol

Benzenediazonium chloride can be converted into benzene on treatment with:

VMC MODULES ENGLISH-HALOALKANES & HALOARENES -EFFICIENT
  1. Best reductant reduces chloroform to:

    Text Solution

    |

  2. Primary halides follow the mechanism:

    Text Solution

    |

  3. Benzene can be converted to isopropyl benzene (Cumene) by the followin...

    Text Solution

    |

  4. The adduct of a compound (A) with isopropyl magnesium halide on hydrol...

    Text Solution

    |

  5. The reaction conditions leading to the best yield of C2H5Cl are

    Text Solution

    |

  6. 1- Chlorobutane on reaction with alcoholic potash gives:

    Text Solution

    |

  7. In the adddition of HBr to propene in the absence of peroxides, the fi...

    Text Solution

    |

  8. Arrange the following compounds in order of increasing dipole moment, ...

    Text Solution

    |

  9. In the following groups: (I) -OAc, (II) -OMe, (III) -OSO(2)Me, (IV) ...

    Text Solution

    |

  10. The intermediate during the addition of HCl to propene n presence of p...

    Text Solution

    |

  11. (CH(3))(3)CMgBr on reaction with D(2)O produces :

    Text Solution

    |

  12. A salt solution reacts with some drops of chloroform and the mixture i...

    Text Solution

    |

  13. The addition of propene with HOCl proceeds via the addition of

    Text Solution

    |

  14. In the presence of peroxide, hydrogen chloride and hydrogen iodide do ...

    Text Solution

    |

  15. Identify the set of reagents/reaction conditions 'X' and 'Y' in the fo...

    Text Solution

    |

  16. The product obtained by the hydrolysis of the adduct formed by the rea...

    Text Solution

    |

  17. Give the number of N and M ?

    Text Solution

    |

  18. The number of stereoisomers obtained by bromination of trans-2-butene ...

    Text Solution

    |

  19. The reagents for the following conversion is /are:

    Text Solution

    |

  20. Which of the following is a false statement ?

    Text Solution

    |