The major product of the following reaction is:
The reaction between propanal and formaldehyde in alkaline medium proceeds via the crossed Cannizzaro mechanism:
Reaction Mechanism:
1. Nucleophilic attack by hydroxide on formaldehyde (more reactive carbonyl)
2. Hydride transfer to propanal
3. Formaldehyde gets oxidized to formate ion
4. Propanal gets reduced to propanol
Chemical Equations:
CH3CH2CHO + HCHO + NaOH →
CH3CH2CH2OH + HCOONa
Key Points:
- Formaldehyde always oxidizes to formate in Cannizzaro reactions
- The other aldehyde (propanal) reduces to alcohol
- No alpha-hydrogen required for this disproportionation
The major organic product is propanol (CH3CH2CH2OH).