Oxidation of Sugar Alcohols by Acetobacter suboxydans 1201 was added dropwise to the reaction flask, and the mixture was refluxed seven hours. Continuous stirring was maintained. The reaction mixture was decomposed with ice and a little hydrochloric acid. The carbon disulfide layer was separated and washed with water.The aqueous layer was extracted with ether, and the extract was washed with water. The ether and carbon disulfide solutions were combined and dried over sodium sulfate. Removal of the solvent by distillation gave a dark red oil. Highboiling ligroin was added, and the mixture was cooled. A brown crystalline solid was obtained. The filtrate was diluted with ether, extracted with 10% sodium hydroxide solution and dried over sodium sulfate. The ether was removed, and the residue was distilled at atmospheric pressure. A small amount of propionitrile (b. p. 95-102°) and 10 g. of mesitylene (b. p. 160-164°) were obtained.The brown solid was dissolved in 10% sodium hydroxide. solution and the solution was extracted with ether, the aqueous solution was acidified and the solid was collected. This was crystallized by dissolving it in hot methyl alcohol, adding a little water and cooling. Further purification was effected by crystallization from benzene diluted with a little ligroin: yield 11.6 g.; m. p. 127-128°.

No abstract

Phenyl-d-glucosotriazolb 735 and refluxing for one hour, the reaction mixture was poured on ice. Vacuum distillation yielded 6.0 g. (90%) of a pale green liquid, b. p. 147-148°at 3 mm., m. p. 76-78°. A sample recrystallized from alcohol for analysis melted at 77.0-78.0°cor. A mixed melting point with the decarboxylation product was not depressed.

In his pioneer studies of the two galaheptoses possible by addition of hydrocyanic acid to dgalactose, Fischer2 isolated the d- [ P-galaheptose] in crystalline condition, but was unsuccessful in his attempts to crystallize the isomeric d- [agalaheptose]. He did, however, reduce the sirupy sugar with sodium amalgam and obtained the crystalline alcohol, d-[ a-galaheptitol]. While Fischer recorded the rotation of this substance, it remained for Peirce3 to point out that it is the antipode of d-[a-mannoheptitol] (perseitol), thus proving the configurations of the galaheptoses and the mannoheptoses.Recently the d-[ a-galaheptose] has been obtained in crystalline condition as the monohydrate. The study of its derivatives has indicated that they crystallize with considerable difficulty, which was not unexpected because of the close similarity in configuration of the sugar to l-mannose. Incidental to the preparation of the lactone of d-[a-galaheptonic] acid, confirmation of the early work of Maquenne5 and Kiliani'j upon the isolation of crystalline d-[ a-galaheptonic] acid has been obtained and a study of its rotational behavior has been made.The data now a t hand permit a good comparison of the properties of two aldoses which have very similar configurations, 1-mannose and d- [a-galaheptose].

Vol. 59 3 '-Phenyl-2,4,ó'-trinitrodiphenyl ether, C6H6C6Hi(N02)-0C«H3(N02)2, from potassium hydroxide, pyridine, C»HjCl-(N02)2; m. p. 131°; yield 95.7%; caled. N, 11.03; found: N, 10.99.3 '-Phenyl-2,4,6-trinitrodiphenyl ether, CeHeCeH^OCell•-(N02)3, from potassium hydroxide and picryl chloride; m. p. 143°; yield 92.4%; caled. N, 11.03; found: N, 11.80.?-Bromo-4-nitro-3-hydroxydiphenyl, C6H6CeH2Br (N02) -OH; m. p. 109°; yield 40.0%; caled. Br, 27.