Octogen

Base Information

• Chemical Name: Octogen
• CAS No.: 2691-41-0
• Deprecated CAS: 121631-13-8,141615-54-5,5222-46-8,66038-26-4,66745-90-2,97956-01-9,141615-54-5,5222-46-8,66038-26-4,66745-90-2,97956-01-9
• Molecular Formula: C4H8 N8 O8
• Molecular Weight: 296.156
• Hs Code.: 29339900
• European Community (EC) Number: 220-260-0
• ICSC Number: 1575
• UN Number: 0226
• UNII: LLW94W5BSJ
• DSSTox Substance ID: DTXSID3024237
• Wikipedia: HMX
• Wikidata: Q422206
• Metabolomics Workbench ID: 54855
• Mol file: 2691-41-0.mol

Synonyms:1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane;beta-1,3,5,7-tetranitro-1,3,5,7-tetraazacyclooctane;cyclotetramethylene-tetranitramine;cyclotetramethylenetetranitramine;HMX;octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine;octogen

Chemical Property of Octogen

Chemical Property:

• Appearance/Colour: White crystalline solid.
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 286ºC
• Refractive Index: 1.6910 (estimate)
• Boiling Point: 906.1ºC
• PKA: -16.32±0.20(Predicted)
• Flash Point: 501.8ºC
• PSA: 196.24000
• Density: 1.95 g/cm³
• LogP: -0.35080
• Storage Temp.: 2-8°C
• Water Solubility.: 4.46mg/L at 25℃
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 0
• Exact Mass: 296.04650924
• Heavy Atom Count: 20
• Complexity: 322
• Transport DOT Label: Explosive 1.1D

Purity/Quality:

99.9% ^*data from raw suppliers

HMX solution 10mg/mL in acetonitrile, ampule of 5mL, certified reference material ^*data from reagent suppliers

Safty Information:

• Pictogram(s): TF
• Hazard Codes: F,T,Xn,E
• Statements: 11-23/24/25-36/37/38-36-20/21/22-3
• Safety Statements: 16-27-45-36/37-35-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: C1N(CN(CN(CN1[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-])[N+](=O)[O-]
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin. The substance may cause effects on the central nervous system. This may result in irritability, convulsions and lowering of consciousness. Medical observation is indicated.
• Effects of Long Term Exposure: The substance may have effects on the kidneys and liver.
• Uses: HMX has uses similar to RDX, that is, as a base charge for detonators and as an ingredient of bursting-charge and plastic explosives by the military. To implode fissionable material in nuclear devices to achieve critical mass; as a component of plastic-bonded explosives and solid fuel rocket propellants and as burster charges in military munitions. In solid propellants and explosives.

Technology Process of Octogen

There total 13 articles about Octogen which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1?nitroso?3,5,7?trinitro?1,3,5,7?tetraazacyclooctane (5755-28-2) → octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (2691-41-0)

Guidance literature:

With nitric acid; In water; at 0 - 20 ℃; for 0.5h;

Reference yield: 95.0%

1,3,5,7-tetraacetyloctahydro-1,3,5,7-tetrazocine (41378-98-7) → octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (2691-41-0)

Guidance literature:

With phosphorus pentoxide; at 5 - 75 ℃; for 0.25h; Concentration; Temperature; Time;

DOI:10.13005/ojc/340169

Reference yield: 90.0%

1,5-diacetyl-3,7-dinitro-1,3,5,7-tetraazacyclooctane (50850-26-5) → octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine (2691-41-0)

Guidance literature:

With nitric acid; at 20 ℃; for 1h; Concentration; Time;

DOI:10.5012/bkcs.2012.33.11.3551

upstream raw materials:

hexamethylenetetramine

3,7-dinitro-1,3,5,7-tetraaza-bicyclo[3.3.1]nonane

formaldehyd

1,5-diacetyl-3,7-dinitro-1,3,5,7-tetraazacyclooctane

Downstream raw materials:

hexamethylenetetramine

formaldehyd

N-(4-Nitrophenyl)acetamide

bis-(4-acetylamino-benzyl)-nitro-amine

Refernces

• 1、 Epstein,Winkler. "-". . p. 734. Retrieved 1952.
• 2、 Bedard et al.. "-". . p. 2278,2279. Retrieved 1962.
• 3、 Didehban, Khadijeh,Zarei, Mohammad Ali,Radfar, Morteza,Bayat, Yadollah. "HMX Synthesis by using RFNA/P2O5 as a Novel Nitrolysis System". . p. 576 - 579. Retrieved 2018.
• 4、 Burnham, Alan K.,Weese, Randall K.,Weeks, Brandon L.. "A distributed activation energy model of thermodynamically inhibited nucleation and growth reactions and its application to the ?2-?? phase transition of HMX". . p. 19432 - 19441. Retrieved 2004.
• 5、 Zhang, Yu,Chi, Guoli,He, Ying,Xu, Zishuai,Zhang, Luyao,Luo, Jun,Zhou, Baojing. "In situ generated amine as a Lewis base catalyst in the reaction of 3,7-dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane in nitric acid: Experimental and DFT study". supporting information. . Retrieved 2019/04/08.