Two fates: aldol or Cannizzaro?

1. Choose an aldehyde

2. Choose the base and predict

Your prediction:

Oxidation number of the carbonyl carbon from its bonds: each bond to O counts +1, each bond to H counts −1, a bond to C counts 0. With an α-hydrogen, the usual change in dilute base is aldol; Cannizzaro needs an aldehyde with no α-hydrogen and concentrated alkali.