JAMB 2024 Chemistry · Question 23

Alkylation of benzene is catalyzed by

Options

  1. A.palladium
  2. B.nickel
  3. C.sunlight
  4. D.aluminium chloride

Answer: D. aluminium chloride

Explanation written with AI and checked against the answer key

Analysis of the Question

The question asks for the specific catalyst required for the alkylation of benzene. This is a classic reaction in organic chemistry known as the Friedel-Crafts Alkylation.

Concept Explanation

The alkylation of benzene involves replacing a hydrogen atom on the benzene ring with an alkyl group (such as a methyl or ethyl group). Because benzene is a stable aromatic compound, it does not react easily with simple alkyl halides. To make the reaction happen, we need a Lewis acid catalyst.

A Lewis acid is an electron-pair acceptor. In the Friedel-Crafts reaction, the catalyst interacts with the alkyl halide to generate a strong electrophile (a carbocation), which is then reactive enough to attack the benzene ring.

Step-by-Step Solution
  1. Identify the reaction type: The reaction is Friedel-Crafts Alkylation.
  2. Recall the reagents: The reaction typically involves benzene and an alkyl halide (e.g., CH3ClCH_3Cl).
  3. Identify the catalyst: The reaction requires a strong Lewis acid to polarize the C-Cl bond in the alkyl halide. Common catalysts used for this purpose include Aluminium chloride (AlCl3AlCl_3) or Iron(III) chloride (FeCl3FeCl_3).
  4. Evaluate the options: • Palladium (A) and Nickel (B): These are typically used as catalysts for hydrogenation (adding hydrogen) to unsaturated hydrocarbons, not for alkylation. • Sunlight (C): This is used for free-radical substitution in alkanes, not for electrophilic substitution in benzene. • Aluminium chloride (D): This is the standard Lewis acid catalyst used in Friedel-Crafts reactions.
Conclusion

It acts by accepting a lone pair of electrons from the chlorine atom of the alkyl halide, creating a highly reactive carbocation that proceeds to substitute the benzene ring.

Exam Tip

Whenever you see "Friedel-Crafts" in an organic chemistry question, immediately look for AlCl3AlCl_3 or FeCl3FeCl_3. These are the "powerhouse" catalysts for aromatic substitution reactions. Don't confuse them with hydrogenation catalysts like Nickel or Palladium!

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