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what are exceptions FRIEDAL CRAFT'S ALKYLATION?

what are exceptions FRIEDAL CRAFT'S ALKYLATION?

Grade:12

1 Answers

SAGAR SINGH - IIT DELHI
878 Points
13 years ago

Dear mridul,

Friedel-Crafts alkylation of methylbenzene (toluene)

Where the incoming alkyl group ends up depends to a large extent on the temperature of the reaction.

At 0°C, substituting methyl groups into methylbenzene, you get a mixture of the 2-.3- and 4- isomers in the proportion 54% / 17% / 29%. That's a higher proportion of the 3- isomer than you might expect.

At 25°C, the proportions change to 3% / 69% / 28%. In other words the proportion of the 3- isomer has increased even more.

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Sagar Singh

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