CH 2536 Lecture 06 Aromaticity 14.15 - 14.19

CH 2536 Lecture 06 - Lecture 6 Reactions of Benzene Sections 14.15 14.19 Friedel-Crafts Acylation Friedel-Crafts Alkylation Friedel-Crafts

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Lecture 6 Reactions of Benzene Sections 14.15 – 14.19
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Friedel-Crafts Acylation
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Friedel-Crafts Alkylation Friedel-Crafts alkylation is an important reaction because, like Friedel-Crafts acylation, it is a C-C bond forming reaction
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Friedel-Crafts Alkylation The carbocation in Friedel-Crafts alkylation is formed in the same way as the cation in halogenation: Br Br FeBr 3 Br + BrFeBr 3 -
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Friedel-Crafts Alkylation Friedel-Crafts alkylation with simple alkyl chlorides goes well. Note that there is no carbonyl group to form a complex with AlCl 3 , so only a catalytic amount is needed. This is major difference between FC acylation and FC alkylation. + CH 3 CH 2 Cl AlCl 3 CH 2 CH 3 0 o C
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Friedel-Crafts Alkylation Friedel-Crafts alkylation with alkyl chlorides with three carbon and longer chains gives mixtures of two or more products. These arise because a primary carbocation prefers to rearrange to a secondary cation.
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Friedel-Crafts alkylation with any alkyl chloride that generates a carbocation that can rearrange
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This note was uploaded on 05/06/2008 for the course CHEM 2536 taught by Professor Berg during the Spring '08 term at Virginia Tech.

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CH 2536 Lecture 06 - Lecture 6 Reactions of Benzene Sections 14.15 14.19 Friedel-Crafts Acylation Friedel-Crafts Alkylation Friedel-Crafts

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