OCTOGEN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H8N8O8
Molecular Weight	296.1551
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][N+](=O)N1CN(CN(CN(C1)[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O

InChI

InChIKey=UZGLIIJVICEWHF-UHFFFAOYSA-N

InChI=1S/C4H8N8O8/c13-9(14)5-1-6(10(15)16)3-8(12(19)20)4-7(2-5)11(17)18/h1-4H2

HIDE SMILES / InChI

Molecular Formula	C4H8N8O8
Molecular Weight	296.1551
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Dependence of particle morphology and size on the mechanical sensitivity and thermal stability of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine.	2008-11-30	18353546
Toxicity and uptake of cyclic nitramine explosives in ryegrass Lolium perenne.	2008-11	18358578
Pi-stacked interactions in explosive crystals: buffers against external mechanical stimuli.	2008-07-02	18529058
Solid phase microextraction-high performance liquid chromatographic determination of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX) and hexahydro-1,3,5-trinitro-1,3,5-triazine (RDX) in the presence of sodium dodecyl sulfate surfactant.	2008-07	18563757
Contribution of hydrolysis in the abiotic attenuation of RDX and HMX in coastal waters.	2008-05-06	18453407
Effects of HMX exposure upon metabolic rate of northern bobwhite quail (Colinus virginianus) in ovo.	2008-05	18279915
Ultrasonically promoted nitrolysis of DAPT to HMX in ionic liquid.	2008-04	17644393
Remediating explosive-contaminated groundwater by in situ redox manipulation (ISRM) of aquifer sediments.	2008-03	18086486
Structure and bonding in beta-HMX-characterization of a trans-annular N...N interaction.	2007-11-14	17939660
First-principles study of the four polymorphs of crystalline octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine.	2007-11-08	17929963
Cloning, analysis and functional annotation of expressed sequence tags from the Earthworm Eisenia fetida.	2007-11-01	18047730
[Study on effect of heating rate on thermal decomposition of HMX energetic materials by in-situ diffuse reflection FTIR spectrum].	2007-10	18306770
Effects of HMX-lead mixtures on reproduction of the earthworm Eisenia andrei.	2007-10	17690834
Bioaccumulation of explosive compounds in the marine mussel, Mytilus galloprovincialis.	2007-10	17629944
Toxicity of explosive compounds to the marine mussel, Mytilus galloprovincialis, in aqueous exposures.	2007-10	17475328
Toxicological characterization of 2,4,6-trinitrotoluene, its transformation products, and two nitramine explosives.	2007-06	17571672
Halide salts accelerate degradation of high explosives by zerovalent iron.	2007-06	17241724
Evaluation of bioremediation methods for the treatment of soil contaminated with explosives in Louisiana Army Ammunition Plant, Minden, Louisiana.	2007-05-17	17289260
HMX based enhanced energy LOVA gun propellant.	2007-05-08	17239534
Effects of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX) exposure on reproduction and hatchling development in Northern bobwhite quail.	2007-04-15	17365622
Abundance and diversity of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX)-metabolizing bacteria in UXO-contaminated marine sediments.	2007-03	17381523
Degradation of explosives-related compounds using nickel catalysts.	2007-03	17109928
Remediation of RDX- and HMX-contaminated groundwater using organic mulch permeable reactive barriers.	2007-02-20	17067719
Comparison of biotic and abiotic treatment approaches for co-mingled perchlorate, nitrate, and nitramine explosives in groundwater.	2007-01-30	17055109
Anaerobic biotransformation of explosives in aquifer slurries amended with ethanol and propylene glycol.	2007-01	17095047
Explosives: fate, dynamics, and ecological impact in terrestrial and marine environments.	2007	17708075
Biodegradation of the cyclic nitramine explosives RDX, HMX, and CL-20.	2006-11	17058075
Biodegradation of hexahydro-1,3,5-trinitro-1,3,5-triazine by novel fungi isolated from unexploded ordnance contaminated marine sediment.	2006-10	16703352
Photocatalytic treatment of RDX wastewater with nano-sized titanium dioxide.	2006-09	17067027
Identity and distribution of residues of energetic compounds at army live-fire training ranges.	2006-05	16352328
Effect of iron(III), humic acids and anthraquinone-2,6-disulfonate on biodegradation of cyclic nitramines by Clostridium sp. EDB2.	2006-03	16478495
Solid-state modeling of the terahertz spectrum of the high explosive HMX.	2006-02-09	16451029
[Study on thermal decomposition of HMX energetic materials by in-situ FTIR spectroscopy].	2006-02	16826899
Degradation kinetics and mechanism of RDX and HMX in TiO2 photocatalysis.	2006-02	16506518
Liquid chromatography/electrospray ionization tandem mass spectrometry analysis of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX).	2006	16791873
Acute occupational poisoning by octogen: first case report.	2006	16615679
Leaching of contaminated leaves following uptake and phytoremediation of RDX, HMX, and TNT by poplar.	2006	16615309
Reduction of octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine by zerovalent iron: product distribution.	2005-12-15	16475359
Increasing Fe0-mediated HMX destruction in highly contaminated soil with didecyldimethylammonium bromide surfactant.	2005-12-15	16475352
Desorption electrospray ionization of explosives on surfaces: sensitivity and selectivity enhancement by reactive desorption electrospray ionization.	2005-11-01	16255571
Reductive transformation of hexahydro-1,3,5-trinitro-1,3,5-triazine, octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine, and methylenedinitramine with elemental iron.	2005-11	16398117
[New drinking water reference values for monocyclic nitro compounds].	2005-11	16222406
Survival and reproduction of enchytraeid worms, Oligochaeta, in different soil types amended with energetic cyclic nitramines.	2005-10	16268160
Food avoidance behavior to dietary octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (HMX) exposure in the northern bobwhite (Colinusvirginianus).	2005-08-13	16020194
Comparative toxicokinetics of explosive compounds in sheepshead minnows.	2005-08	16059748
Portable remote Raman system for monitoring hydrocarbon, gas hydrates and explosives in the environment.	2005-08	16029864
Plant processes important for the transformation and degradation of explosives contaminants.	2005-06-14	15948604
Biodegradation of cyclic nitramines by tropical marine sediment bacteria.	2005-06	15915354
Thermal reactivity of some nitro- and nitroso-compounds derived from 1,3,5,7-tetraazabicyclo[3.3.1]nonane at contamination by ammonium nitrate.	2005-05-20	15885401
Detection of nitroaromatic and cyclic nitramine compounds by cyclodextrin assisted capillary electrophoresis quadrupole ion trap mass spectrometry.	2005-04-22	15881461

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:09:52 GMT 2025` Edited by `admin` on `Mon Mar 31 19:09:52 GMT 2025`
Record UNII	LLW94W5BSJ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

OCTOGEN

Common Name

English

CYCLOTETRAMETHYLENETETRANITRAMINE

Preferred Name

English

OCTAHYDRO-1,3,5,7-TETRANITRO-1,3,5,7-TETROCINE

Common Name

English

OCTOGEN [MI]

Common Name

English

HMX

Common Name

English

CYCLOTETRAMETHYLENETETRANITRAMINE [HSDB]

Common Name

English

OCTAHYDRO-1,3,5,7-TETRANITRO-1,3,5,7-TETRAZOCINE

Systematic Name

English

1,3,5,7-TETRANITRO-1,3,5,7-TETRAZACYCLOOCTANE

Systematic Name

English

CYCLOTETRAMETHYLENE TETRANITRAMINE

Common Name

English

Code System Code Type Description

MESH

C007950