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Grade: 12
Where does the OH- ion attack in crossed cannizaro reaction?
  • more electophilic carbonyl carbon (Then the H- reacts on the less electrophylic carbonyl carbon in the next RDS)     or
  • the less electrophilic one (Then the H- reacts on the more electrophylic carbonyl carbon in the next RDS)  ??? 
plz help.
3 years ago

Answers : (2)

Sunil Kumar FP
askIITians Faculty
183 Points
Cannizzaro involves two moles of the same aldehyde.being converted to one alcohol and one carboxylic acid.

Cross cannizzaro involves using a ketone and a special aldehyde, usually formaldehyde, being converted into formic acid and an alcohol.
hydroxdide ion attack the formaldehyde hcho is the chief hydride donor
thanks and regards
sunil kr
askIITian faculty
3 years ago
Sumit Majumdar
IIT Delhi
askIITians Faculty
137 Points
Dear student, OH- attacks the electron-deficient carbon in the initial stage. This is followed by a hydride shift and ultimate proton exchange to form the final stable species. Of almost all aldehyde's compatible for the Cannizzaro rxn formaldehyde is perhaps most e-deficient. So OH0- always attacks it first. The compound that OH- attacks initially gives the acid ultimately.
3 years ago
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