March 28, 2024, 09:49:01 AM
Forum Rules: Read This Before Posting


Topic: Conditions for side chain oxidation of benzene  (Read 688 times)

0 Members and 1 Guest are viewing this topic.

Offline type

  • Very New Member
  • *
  • Posts: 1
  • Mole Snacks: +0/-0
Conditions for side chain oxidation of benzene
« on: August 20, 2020, 08:15:02 AM »
I was taught that acidified KMnO4 can oxidise side chains of benzene to -COOH. There seems to be conflicting information on the conditions for this online. Some sources suggest that a benzylic H is required, while others suggest that either a benzylic H or O is sufficient. In particular, I'm not sure if benzylic ketones and 3° alcohols are oxidised. What are the actual conditions for the oxidation of side chains on benzene?

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 2203
  • Mole Snacks: +148/-10
Re: Conditions for side chain oxidation of benzene
« Reply #1 on: August 20, 2020, 09:20:54 AM »
It seems that alkaline conditions is good, here is a link; https://www.chemistrysteps.com/reactions-at-the-benzylic-position/

There are good examples in the literature, I think Vogel can be usefull or Org. Synthesis.
Ketones will not react.
« Last Edit: August 20, 2020, 10:23:36 AM by rolnor »

Sponsored Links