Cannizzaro reaction tables

Aldehydes with One a-Hydrogen Atom. Aldehydes of the type RR CHCHO under suitable conditions39 (Table I) can be made to condense smoothly to the aldols. Under other conditions the aldol condensation may be the first step, followed by a crossed Cannizzaro reaction between the aldol and the original aldehyde. The products of this reaction are the glycol formed by reduction of the aldol and the acid formed by oxidation of the original aldehyde.29 39 40 41 v i... 

Hydrohydrastinine does not arise by ring olosure of the corresponding alcohol during the reaction, since the alcohol is stable to alkali under the conditions of the reaction. Further examples of the Cannizzaro reaction for polysubstituted benzaldehydes are given in Table V. 

The only other noticeable effect of variation of the experimental parameters shown (Table I) is a negative effect of high alkali concentration on oil yield, when the sodium carbonate concentration is raised to 2.37 N (12.6%) at 270-343 C. This is counter to Elliott and Giacoletto s results (10). The effect of alkali on cellulose chain peeling and cleavage was found to be directly proportional to alkali concentration at lower temperatures (185 C) (47). Since high alkali concentrations favor the hydride- transfer mediated Cannizzaro reaction to yield acid salts and alcohols from aldehydes and some ketones, we suggest that perhaps the lower oil yield may be due to removal of carbonyl intermediates from the reaction. 

The multiplet theory has also proved useful for investigating the hydrogenation of monosaccharides (423). From the calculation of E according to Table XI the reaction sequence shown in Table XXII is expected. Reaction (1) is the hydrogenation of a monosaccharide into a polyalcohol (2) is the reduction of the hydroxyl group (3) is the Cannizzaro-Tishchenko reaction, i.e., the formation of gluconic acids ... 

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