Oxidation of Primary Alcohol to Aldehyde
RCH2OH + [O] → RCHO + H2O
Overview
Primary alcohols are oxidized to aldehydes using mild oxidizing agents like PCC or Dess-Martin periodinane. Stronger oxidants (KMnO₄, CrO₃) would over-oxidize to the carboxylic acid. The carbon oxidation state changes from -1 to +1. Distilling the aldehyde product during reaction prevents over-oxidation.
Participants
| Role | Substance | Coefficient | State |
|---|---|---|---|
| Product | Water H₂O | 1 | (l) |
Everyday Example
The formation of acetaldehyde from ethanol in the liver is this type of oxidation, responsible for hangover symptoms.
Industrial Importance
Selective alcohol oxidation to aldehydes is critical in perfume and flavor production and in pharmaceutical intermediate synthesis.
Properties
- Type
- Organic
- Reversible
- No
- Energy
- Exothermic
- ΔH
- -175.0 kJ/mol
- Catalyst
- PCC (pyridinium chlorochromate)
Related Reactions
Aldol Condensation of Acetaldehyde
Amide Formation (Acetic Acid + Ammonia)
Baeyer-Villiger Oxidation
Beckmann Rearrangement (Cyclohexanone Oxime)
Bromination of Ethylene
Buchwald-Hartwig Amination
Cannizzaro Reaction of Formaldehyde
Catalytic Hydrogenation of Ethylene
Claisen Condensation (Ethyl Acetate)
Condensation Polymerization (Nylon 6,6)
Frequently Asked Questions
What is the equation for Oxidation of Primary Alcohol to Aldehyde?
The balanced equation is: RCH₂OH + [O] → RCHO + H₂O.
What type of reaction is Oxidation of Primary Alcohol to Aldehyde?
Oxidation of Primary Alcohol to Aldehyde is a organic reaction.
Is Oxidation of Primary Alcohol to Aldehyde exothermic or endothermic?
Oxidation of Primary Alcohol to Aldehyde is exothermic (releases energy). The enthalpy change (ΔH) is -175.0 kJ/mol.
What conditions are needed for Oxidation of Primary Alcohol to Aldehyde?
This reaction requires a catalyst (PCC (pyridinium chlorochromate)).