How can a t-butyl substituent be used as a blocking group in aromatic electrophilic substitutions?

Asked by Topperlearning User | 1st Jun, 2016, 02:54: PM

Expert Answer:

The Friedel-Crafts alkylation can be reversed, especially when a 3° alkyl group such as Me3C is present.

Dealkylation is affected with AlCl3 by transfer of Me3C+ to another arene, used as the solvent, or at high temperatures by protonation with H+ and loss of Me3C+as Me2C=CH2.

Me3C- , introduced into a ring, is used to block an active position and/or to direct another group into the ring , and then removed.

Answered by  | 1st Jun, 2016, 04:54: PM