74808-73-4Relevant academic research and scientific papers
Cyclic Azo Dioxides. Synthesis and Properties of Bis(o-nitrosobenzyl) Derivatives
Smith, Mark A.,Weinstein, Barry,Greene, Frederick D.
, p. 4597 - 4602 (1980)
Several cyclic azo dioxides have been prepared by oxidation of the corresponding diamines with sodium tungstate-hydrogen peroxide in ethanol-water: 4 (related to o,o'-dinitrosobibenzyl), 8 (related to bis(o-nitrosobenzyl)ether), 14 (related to bis(o-nitrosobenzyl)amine), 13 (the trifluoroacetate salt of 14), 12a and 12b (the N-carbomethoxy and N-carbo-tert-butoxy derivatives of 14).In solution the azo dioxides are in equilibrium (Ke) with the corresponding dinitroso forms: Ke increases with decreasing polarity of solvent and with increasing temperature.For azo dioxide 4 in dioxane at 25 deg C Ke = 0.18, Δ H0 = 7.09 +/- 0.47 kcal mol-1, and Δ S0 = 20.4 cal mol-1 deg-1.The azo dioxides decompose at elevated temperatures (>100 deg C); azo dioxide 14 is converted to 2-(o-nitrosobenzyl)indazole (15) in refluxing methylene chloride.
Synthesis and spectroscopic characterization study of some cyclic-azodioxides
Al-Magmoy, Mohammad A. Naser,Al-Shamkhani, Zeki A. Nasir,Essa, Ali Hashem
experimental part, p. 2807 - 2815 (2011/04/16)
New compounds of cyclic-azodioxides have been prepared by oxidation of the corresponding diamines with sodium tungstate and hydrogen peroxide in a mixed ethanol/water solvent. Spectroscopic techniques, including IR, UV, 1H NMR, and 13C NMR, and CHN analysis were used to identify the products. In solution, the azodioxides were found to be in equilibrium with the corresponding dinitroso compounds. The IR values of the synthesised compounds are in agreement with the theoretical IR spectra. The Japan Institute of Heterocyclic Chemistry.
