OC: Benzylic oxidation

This forum made possible through the generous support of SDN members, donors, and sponsors. Thank you.

Piepiesuperpie

Full Member
10+ Year Member
Joined
Dec 28, 2012
Messages
50
Reaction score
3
Points
4,591
  1. Pre-Dental
Advertisement - Members don't see this ad
So when the benzylic carbon is quarternary (has no bonds to H), the reaction does not happen.

What if the benzylic carbon only had 1 hydrogen (making it a tertiary carbon). Does it form a carboxylic acid or a ketone?
 
carboxylic acid. K2Cr2O7/H3O+ will make any benzylic carbon (that isnt tert) into a carboxylic acid
 
I saw somewhere that a carbon with a triple bond (no h's) was oxidized to a carboxylic acid, but I don't believe it. What do you think?
 
I saw somewhere that a carbon with a triple bond (no h's) was oxidized to a carboxylic acid, but I don't believe it. What do you think?

if its a tertiary carbon, it stays a tertiary carbon
 
Top Bottom