74808-72-3

Upstream product

• 74808-70-1 (Z)-12,13-Dihydro-11H-5,6,12-triaza-dibenzo[a,e]cyclononene 5,6-dioxide 
• 1904-78-5 2-nitrobenzylamine 
• 74808-63-2 N,N-bis-(2-nitrobenzyl)amine 
• 74808-73-4 (E)-N-(2-nitrobenzylidene)-1-(2-nitrophenyl)methanamine 
• 74808-67-6 N-(carbo-tert-butoxy)bis(o-aminobenzyl)amine 
• 74808-65-4 N-(carbo-tert-butoxy)bis(o-nitrobenzyl)amine 
• 74808-69-8 (Z)-5,6-Dioxy-11,13-dihydro-5,6,12-triaza-dibenzo[a,e]cyclononene-12-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Cyclic Azo Dioxides. Synthesis and Properties of Bis(o-nitrosobenzyl) Derivatives

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.