Lecture 33 - Green Chemistry; Acids and Acid Derivatives. Green chemistry needs new asymmetric reactions and safer, more environmental Mitsunobu reactions. The Mitsunobu mechanism is general and reliable, but atom inefficient,
generating almost 30 times as much weight of by-products as of the water it is designed to eliminate. Admirably green processes include autoxidation of aldehydes to carboxylic acids using only O2, and oxidation of alcohols by loss of H2
using a ruthenium catalyst. Relative pKa values of carboxylic acids provide insight into the role of inductive and resonance effects in organic transformations. One analysis suggests that the special acidity of carboxylic acids owes four times
as much to inductive as to resonance effects. Carboxylic acids can be prepared both by oxidation and by reduction.
(from oyc.yale.edu)
Lecture 33 - Green Chemistry; Acids and Acid Derivatives
Time
Lecture Chapters
[00:00:00]
1. Mitsunobu Inversion and Atom Efficiency
[00:15:59]
2. Green Oxidation of Aldehydes and Alcohols
[00:29:23]
3. Understanding the Acidity of Carboxylic Acids
[00:46:08]
4. Preparing Carboxylic Acids by Oxidation and Reduction
References
Lecture 33 - Green Chemistry; Acids and Acid Derivatives
Instructor: Professor J. Michael McBride. Resources: Professor McBride's website resource for CHEM 125b (Spring 2011). Transcript [html]. Audio [mp3]. Download Video [mov].