How to determine which compound will get oxidised and which will be reduced in a cross cannizzaro reaction?
As a general rule of thumb, I have always been told that Formaldehyde is always oxidised, and the other is reduced.
But no general principle was ever given to me. What factors (eg electronic, steric, etc) affect this ??
There is this question already here, but the both the answers seems to be contradictory. @Jan says , the one with more hydrate forming tendancy oxidised , whereas @RE60K says less Nucleophilic aldehyde oxidises (which I believe will have a lesser tendancy to form hydrates)