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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: type on August 20, 2020, 08:15:02 AM

Title: Conditions for side chain oxidation of benzene
Post by: type 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?

Title: Re: Conditions for side chain oxidation of benzene
Post by: rolnor 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.