Transcript CH 12-1 Power Point

Chapter 12: Alcohols from
Carbonyl Compounds
CH 12-1 Alcohol RedOx
•Oxidation (loss of H) of alcohols to form carbonyls
•Reduction (gain of H) of carbonyls to form alcohols
•Multi-step synthesis strategy
•Grignard reaction: forming alcohols and new C-C bonds
Organic Oxidation/Reduction Reactions:
Alcohols/Carbonyls
carboxylic
acid
alcohol
aldehyde
(or ketone)
•Oxidation of alcohols involves loss of H, hybridization
change, and formation of C=O bonds.
•Reduction of carbonyls involves addition of H,
hybridization change, and loss of C=O bonds.
•The “strength” of the oxidizing or reducing reagent will
dictate the functional groups made or transformed.
Reagents for Alcohol Oxidation
(reactions only, no mechanisms)
•Oxidation of 1o alcohols to aldehydes with “PCC”:
•Oxidation of 2o alcohols to ketones with Chromic Acid:
•What about the oxidation of 3o alcohols?
Reduction of the Carbonyl Group to
Alcohols with NaBH4
(reactions only, no mechanisms)