Q.Suggest the name of a Lewis acid other than anhydrous aluminium chloride which can be used during ethylation of benzene.
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Start your 14-day free trial to unlock the full solution →Friedel–Crafts alkylation requires a Lewis acid to generate the electrophile; ferric chloride () is a common alternative to for ethylation of benzene.
Why Lewis acids matter in Friedel–Crafts alkylation
Benzene is electron-rich but stable; its π-cloud resists direct attack by weak electrophiles like ethyl chloride. The role of a Lewis acid is to accept a lone pair from the halogen in , polarising the C–Cl bond so strongly that it either forms a carbocation () or a highly activated complex. This electrophile is reactive enough to attack the benzene ring.
Anhydrous aluminium chloride is the textbook choice because it's a powerful Lewis acid (the small, highly charged creates a strong electron deficiency). But several other metal halides share this property.
Alternative Lewis acids for ethylation
The key requirement: the metal centre must have an incomplete octet or accessible empty orbitals to accept electron pairs. Common alternatives include:
- Ferric chloride, Iron(III) has empty 3d orbitals and accepts the chloride lone pair readily. It's slightly weaker than but still very effective for alkylation. The mechanism is identical:
(or a polarised complex ).
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Boron trifluoride,
Boron has only six valence electrons; is a classic Lewis acid. Often used with a co-catalyst or in liquid form.
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Zinc chloride, …
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