Organic Lab Reactions 117

Organic Lab Reactions 117 - 112 THE CANNIZZARO REACTION

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112 THE CANNIZZARO REACTION m-hydroxybenzaldehyde. The aldehyde dissolves slowly, and the mixture becomes warm; the mixture is»w§rmed to 50-60°, and rapid solution of the aldehyde takes place. After one hour at 50-60° the solu- tion is acidified with dilute hydrochloric acid, saturated with sodium bicarbonate, and extracted with ether. From the ether solution is obtained 5.8 g. (93.6%) of m-hydroxybenzyl alcohol, m.p. 68°; after one recrystallization from benzene the m.p. is 73° (corr.). The residual solution is acidified and extracted with ether; removal of the ether and recrystallization of the residue from water affords 6.5 g. (94.2%) of m-hydroxybenzoic acid, m.p. 202° (corr.). m-Bromobenzyl Alcohol and m-Bromobenzoic-Acid. 68 The following procedure is applicable to monohalogen-substituted benzaldehydes in general: m-Bromobenzaldehyde is added slowly to an excess (5-7 moles) of 50% aqueous potassium hydroxide, the mixture warming slightly. After all the aldehyde has been added the mixture is warmed on the water
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This note was uploaded on 11/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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