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8581628 
Journal Article 
The equilibrium between benzaldehyde and benzoin 
Lachman, A 
1924 
Yes 
Journal of the American Chemical Society
ISSN: 0002-7863
EISSN: 1520-5126 
46 
3 
708-723 
English 
1. The condensation of benzaldehyde (2 moles) into benzoin (1 mole) requires the combined action of hydroxyl and of cyano ions. 2. These catalysts also reverse the condensation; but at the same time, they convert benzoin into benzyl benzoate, and then into benzyl alcohol and benzoic acid. This step is not reversible. 3. Heating to 300° converts benzoin partially into benzaldehyde; but heating benzaldehyde yields no benzoin; instead, benzyl benzoate, etc., are formed. 4. A consistent explanation is given for the benzoin and Cannizzaro condensations. 5. A simplified method of preparing benzoin without the use of alcohol is described. © 1924, American Chemical Society. All rights reserved.