336. Studies in pyrolysis. Elimination of two hydroxyl groups from a glycol

Alkyl and Aryl Azides.

“…Benzophenone anil azide similar reaction with benzophenone failed to occur (338). (Compare the acidcatalyzed decomposition of phenyl azide in the presence of carbon disulfide, In addition to the transformation of aryl azides into amines by acid-catalyzed decomposition of the azido group, the reactions which involve hydrogen abstraction from organic solvents and the base-catalyzed decomposition of o-azidobenzaldehydes, there are some other chemical methods for effecting the reduction of azides to amines.…”

Cleavage of the Carbon-Sulfur Bond in Divalent Sulfur Compounds.

“…Ar2 C=S + Cu -Ar2C=CAr2 or the greater ease of nucleophilic attack at the thiocarbonyl group (62,168,363,393).…”

Thiones and Thials.

“…These authors found that when compound XXVII was subjected to heat, it decomposed to give the thione and ethylene sulfide, and also noted that when R was CH3 or COOCüHs, decomposition occurred more readily. It was therefore assumed that the reaction with O. PHENYL AZIDE Schónberg and Urban (193) found that although azides do not react with ketones, they react quite readily with thiones to form Schiff's bases. The following Schiff's bases were obtained by reacting the azide with the thione: Schónberg (172) reported that when fluorene was fused with diaryl thiones, hydrogen sulfide was evolved, and the biphenylenediarylethylenes were formed.…”