Nitric Acid → 3,3,7,7-Tetranitro-1,5-dinitroso-1,5-diazocane

HRID 1262488Notes

Reaction equation

HRID 1262488 reaction equation
[N+:1]([O-])(O)=[O:2].[N+:5]([C:8]1([N+:24]([O-:26])=[O:25])[CH2:15][NH:14][CH2:13][C:12]([N+:19]([O-:21])=[O:20])([N+:16]([O-:18])=[O:17])[CH2:11][N:10]([N:22]=[O:23])[CH2:9]1)([O-:7])=[O:6]>>[N+:24]([C:8]1([N+:5]([O-:7])=[O:6])[CH2:15][N:14]([N:1]=[O:2])[CH2:13][C:12]([N+:19]([O-:21])=[O:20])([N+:16]([O-:18])=[O:17])[CH2:11][N:10]([N:22]=[O:23])[CH2:9]1)([O-:26])=[O:25]

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 131113913,3,7,7-Tetranitro-1-nitroso-1,5-diazocane

Product 1

HCID 131113973,3,7,7-Tetranitro-1,5-dinitroso-1,5-diazocane

Procedure

To 7.0 ml 60 percent nitric acid at 40°-45° C. was added 0.2 g 3,3,7,7-tetranitro-1-nitrosoperhydro-1,5-diazocine (I). The mixture was heated at 40°-45° C. for five minutes and was then poured into ice. The solid was filtered off, washed with water and dried in a vacuum desiccator to give 0.109 g solid 3,3,7,7-Tetranitro-1,5-dinitrosoperhydro-1,5-diazocine. The solid was recrystallized from nitromethane to remove a small amount of starting material; mp: 190° C., onset of decomposition; 228°-229° C. melts; 1H NMR (acetone-d6): δ 4.81 (s), 5.26 (s), 5.73 (s), 6.16 (s).

Workup

  1. temperatureThe mixture was heated at 40°-45° C. for five minutes
  2. additionwas then poured into ice
  3. filtrationThe solid was filtered off
  4. washwashed with water
  5. customdried in a vacuum desiccator

Sources & evidence

ORD record
ord-2b907b28aaae4b5081575f2d58b5ac3f
Source dataset
uspto-grants-1984_06
Patent number
US04452739

Reaction notes

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