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

반응식

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]

참가 물질

반응물 3

HCID 944Nitric Acid

HCID 1118Sulfuric Acid2회

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

생성물 1

HCID 40641851,1,3,5,5,7-Hexanitro-3,7-diazacyclooctane수율 90%

실험 절차

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).