December 24, 2024, 11:52:51 AM
Forum Rules: Read This Before Posting


« previous next »
Pages: [1]   Go Down

Topic: Dealkylation  (Read 6367 times)

0 Members and 2 Guests are viewing this topic.

Offline poorstudent83

  • Regular Member
  • ***
  • Posts: 42
  • Mole Snacks: +0/-0
Dealkylation
« on: September 04, 2009, 03:02:49 PM »
Hi!!

I'm looking for a mechanism for the dealkylation of aromatic compounds. For example, the cleavage of the tert-butyl group from p-tert-butylphenol using phenol/AlCl3/toluene. I think I understand that the phenol "accepts" the tert-butyl group. Is the toluene also playing a role besides being a solvent??
Logged

Offline poorstudent83

  • Regular Member
  • ***
  • Posts: 42
  • Mole Snacks: +0/-0
Re: Dealkylation
« Reply #1 on: September 05, 2009, 10:51:24 AM »
Ok, after much searching I've come to realise it's a reverse Friedel-Crafts alkylation reaction. Any ideas on the mechanism?!
Logged

Offline Star

  • New Member
  • **
  • Posts: 4
  • Mole Snacks: +0/-0
Re: Dealkylation
« Reply #2 on: December 10, 2009, 11:03:09 AM »
So far im aware its called a F-C Dealkylation rxn  :P    But toluene will undergo a disproportionation rxn to form benzene and xylene. The mechanism involves a lewis acid catalyst (AlX3) and is detailed in March's Advanced Organic Chemistry (6th ed) pg742-44
Logged
Pages: [1]   Go Up
« previous next »
Sponsored Links