Why Can't Tertiary Alcohols Be Oxidized?

  • Thread starter Thread starter PhysicsInterest
  • Start date Start date
  • Tags Tags
    Alcohols Oxidation
Join the discussion
Ask a follow-up here, or get your own question answered by working scientists, mathematicians and engineers — people, not an autocomplete.
Real named experts · corrections over time · the nuance an AI answer skips
2 replies · 3K views
PhysicsInterest
Messages
7
Reaction score
4
I’m still a relative newbie to chemistry so if this question is very simple to answer I apologise….. but what prevents the oxidation of a tertiary alcohol cause you can form an aldehyde and carboxylic acid from a primary alcohol and a ketone from a secondary but what is it that prevents a tertiary alcohol oxidising????
 
Chemistry news on Phys.org
Oxidation of primary and secondary alcohols require what is in essence the breaking of a C-H bond. Oxidation of a tertiary alcohol would require the breaking of a C-C bond.

Energetics strongly disfavor the latter process.
 
Hyperfine said:
Oxidation of primary and secondary alcohols require what is in essence the breaking of a C-H bond. Oxidation of a tertiary alcohol would require the breaking of a C-C bond.

Energetics strongly disfavor the latter process.
Ahhhhhhhhh so it’s just the presence of a C-H bond which allows oxidation to occur obviously in tertiary the OH group is attached to a carbon bonded to 3 other carbons, ok ok thank you
 
Reply
  • Like
Likes   Reactions: berkeman and Hyperfine