Predict the products of the controlled oxidation of 2-methylpentan-2-ol Predict the products of the controlled oxidation of 2-methylpentan-2-ol.




From what I know, since 2-methylpentan-2-ol is a tertiary alcohol, there should be no reaction. However, my textbook states that the product includes 2-methylpentanone.

Edit: In response to the comments, my textbook neither specifies the isomer nor mentions any given conditions. I hate Nelson
Tertiary alcohols are resistant to oxidation in neutral or alkaline solution, but are readily oxidized by acidified oxidizing agents.

In your case two products will be acetone and propionic acid.

http://chemistry.tutorcircle.com/organic-chemistry/tertiary-alcohol.html