Nitric Acid → 1,1,3,5,5,7-Hexanitro-3,7-diazacyclooctane

反応式

S(=O)(=O)(O)[OH:2].[N+:6]([C:9]1([N+:25]([O-:27])=[O:26])[CH2:16][NH:15][CH2:14][C:13]([N+:20]([O-:22])=[O:21])([N+:17]([O-:19])=[O:18])[CH2:12][N:11]([N:23]=[O:24])[CH2:10]1)([O-:8])=[O:7].[N+:28]([O-])([OH:30])=[O:29]>>[N+:23]([N:11]1[CH2:12][C:13]([N+:20]([O-:22])=[O:21])([N+:17]([O-:19])=[O:18])[CH2:14][N:15]([N+:28]([O-:30])=[O:29])[CH2:16][C:9]([N+:6]([O-:8])=[O:7])([N+:25]([O-:27])=[O:26])[CH2:10]1)([O-:2])=[O:24]

参加物

反応物 3

HCID 944Nitric Acid

HCID 1118Sulfuric Acid2 回

HCID 131113913,3,7,7-Tetranitro-1-nitroso-1,5-diazocane

生成物 1

HCID 40641851,1,3,5,5,7-Hexanitro-3,7-diazacyclooctane収率 90%

実験手順

To 3.4 ml concentrated sulfuric acid at 0°-5° C. in an ice bath was added 0.075 g 3,3,7,7-tetranitro-1-nitrosoperhydro-1,5-diazocine (I). To this was then added a mixture of 0.8 ml nitric acid (90 percent) and 1.4 ml concentrated sulfuric acid. The mixture was stirred in the ice bath for 15 minutes and then was poured onto ice. The solid was filtered off, washed with water, and dried in a vacuum desiccator to give 0.080 g (90 percent) of 1,3,3,5,7,7-hexanitroperhydro-1,5-diazocine. The product was recrystallized from acetonitrile or nitromethane; mp: 250° C., onset of decomposition; 1H NMR (acetone-d6): δ 5.70 (s).