Why Can't Tertiary Alcohols Be Oxidized?

  • Thread starter Thread starter PhysicsInterest
  • Start date Start date
  • Tags Tags
    Alcohols Oxidation
Click For Summary
Tertiary alcohols do not undergo oxidation like primary and secondary alcohols due to their molecular structure. The oxidation of primary and secondary alcohols involves breaking a C-H bond, which is energetically favorable. In contrast, oxidizing a tertiary alcohol would require breaking a C-C bond, a process that is energetically unfavorable. This structural difference explains why tertiary alcohols resist oxidation, as the hydroxyl group in tertiary alcohols is attached to a carbon that is bonded to three other carbons, preventing the necessary bond breaking for oxidation to occur.
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
 
  • Like
Likes berkeman and Hyperfine
I caught the tail end of a video about a new application for treating chemical or process waste, which is applied to 'red' mud or contaminated bauxite residue, but the person of interest mention recovering critical minerals from consumer electronics, as well as treating mine tailings and processing ores of rare earth elements. What I found so far is the following: New electrical flash method rapidly purifies red mud into strong ceramics, aluminum feedstock...

Similar threads

  • · Replies 3 ·
Replies
3
Views
3K
  • · Replies 6 ·
Replies
6
Views
6K
  • · Replies 8 ·
Replies
8
Views
10K
Replies
3
Views
3K
  • · Replies 15 ·
Replies
15
Views
3K
  • · Replies 4 ·
Replies
4
Views
3K
  • · Replies 10 ·
Replies
10
Views
22K
  • · Replies 28 ·
Replies
28
Views
5K
  • · Replies 5 ·
Replies
5
Views
8K
  • · Replies 16 ·
Replies
16
Views
4K