# Oxidation of 2-Methyl, 2-Phenyl Propane

Considering oxidation mechanism of side-chains in arenes, it is known that side-chains get oxidized to carboxylic group ($$-COOH$$).

Below is a picture of 2-Methyl, 2-Phenyl Propane. When it gets refluxed with acidified $$KMnO_4$$ or acidified $$K_2Cr_2O_7$$, it should be oxidized to give benzoic acid.

But according to the provided source, it seems 2-Methyl, 2-Phenyl Propane doesn't react with the above oxidizing agents.

My question is,

Why does this compound disobey the general oxidation of benzyl derivatives?

Note, the source has a OH on position 4 of the ring, that makes it difficult for me to name it.

Or is the OH that makes the difference in this question?

2-Methyl,2-Phenyl Propane:

• For oxidation of aromatic side chains, you must have at least one Benzylic hydrogen. tert-butyl Benzene (which is actually 2-methyl,2-phenyl propane) doesn't have any benzylic hydrogen.. – Soumik Das Apr 24 at 6:01
• @SoumikDas Oh, hadn't considered that? Should I remove this thread? – Amar30657 Apr 24 at 6:09
• @Amar30657 No. I rather suggest either comment or answer your own question to let others with the doubt have it answered on ChemSE; you may close the question later on. (The question has been answered by Soumik, tho) – Kartik Apr 24 at 9:41