All About Oxidizing Alcohols

All Videos:

All About Oxidizing Alcohols

10427 views (youtube + vimeo)

Practice Resources:

Guided Worksheet(s) + Solutions:

- Making, Oxidizing, and Reducing Alcohols | Solution

Worksheet Solutions Walkthrough(s):

- Making, Oxidizing, and Reducing Alcohols

Series Study Guide:

- Alcohol Study Guide

Description

https://joechem.io/videos/51 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we look at all the ways to take an alcohol (or other carbonyl) and oxidize with PCC or the Jones Regeants (H2SO4 and Na2Cr2O7)

Tags: SN1 SN2 oxidation reduction alcohol

Comments:

Emily Miller • 3 years ago

In the example that you saw a few years ago with the tertiary carbon, why did you not oxidize the lowest or highest carbon? (Low & high as to where they're drawn on the white board not in some other meaning) How do you know which ones to oxidize? Thank you!

REPLY
- Joe Del Nano • 3 years ago
  
  Hey, Emily! I'm assuming you're talking about the problem I start at 6:07 (in red), and in fact, in that problem, I oxidize every -OH I can. To oxidize (whether you're using PCC or H2SO4/Na2Cr2O7), you need at least a C-H bond. Those C-H bonds are replaced with C-O bonds. Since this problem is using the Jones reagents, you can see I oxidized the primary alcohol (bottom right) to be a carboxylic acid, I oxidized the secondary alcohol to be a ketone, but the tertiary alcohol (which has NO C-H bond) remain unchanged since it couldn't be oxidized--there was no C-H bond to replace. Does that make sense? Please let me know if it does or doesn't (also thanks for watching!).
  
  REPLY
  
  Emily Miller • 3 years ago
  
  Yes that helps, thank you! (& thank you for making these videos!)
  
  REPLY
  
  Joe Del Nano • 3 years ago
  
  Awesome, I'm glad it makes sense! And thank YOU for watching them.
  
  REPLY