3,7-Dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane

Base Information

• Chemical Name: 3,7-Dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane
• CAS No.: 949-56-4
• Molecular Formula: C5H10 N6 O4
• Molecular Weight: 218.172
• Hs Code.: 2904209090
• European Community (EC) Number: 213-441-0
• DSSTox Substance ID: DTXSID10915232
• Wikidata: Q82886155
• Mol file: 949-56-4.mol

Synonyms:3,7-dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane;949-56-4;Dinitropentamethylenetetramine;BRN 0264298;EINECS 213-441-0;3,7-Dinitro-1,3,5,7-tetraazabicyclo(3.3.1)nonane;DPT (the tetraazabicyclononane derivative);3,7-Dinitro-1,3,5,7-tetraazabicylo(3.3.1)nonane;1,3,5,7-Tetraazabicyclo(3.3.1)nonane, 3,7-dinitro-;1,3,5,7-Tetraazabicyclo[3.3.1]nonane, 3,7-dinitro-;3,7-dinitro-1,3,5,7-tetrazabicyclo[3.3.1]nonane;SCHEMBL1705590;C5H10N6O4;DTXSID10915232;STL360195;AKOS022141806;LS-148828;5-26-11-00043 (Beilstein Handbook Reference);N,N-Dinitro-1,3,5,7-tetrazabicyclo[3,3,1]nonane

Chemical Property of 3,7-Dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane

Chemical Property:

• Vapor Pressure: 1.52E-11mmHg at 25°C
• Boiling Point: 535.5°Cat760mmHg
• Flash Point: 277.7°C
• PSA: 104.60000
• Density: 1.74g/cm³
• LogP: -0.80950
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 218.07635282
• Heavy Atom Count: 15
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1N2CN(CN1CN(C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of 3,7-Dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane

There total 10 articles about 3,7-Dinitro-1,3,5,7-tetraazabicyclo[3.3.1]nonane 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: 79.2%

hexamethylenetetramine (100-97-0) → 3,7-dinitro-1,3,5,7-tetraaza-bicyclo[3.3.1]nonane (949-56-4)

Guidance literature:

With nitric acid; acetic anhydride; acetic acid; at 25 ℃; for 1.5h;

DOI:10.1039/d1cc02177j

Reference yield: 60.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + urea (57-13-6) → 3,7-dinitro-1,3,5,7-tetraaza-bicyclo[3.3.1]nonane (949-56-4)

Guidance literature:

urea; With sulfuric acid; nitric acid; at 0 - 5 ℃; for 0.5h;

formaldehyd; at 40 ℃; for 0.333333h;

DOI:10.1023/A:1022555327527

Reference yield:

Hexahydro-1,3,5-trinitro-1,3,5-triazine (121-82-4,82030-42-0) → MEDINA (14168-44-6) + hexamethylenetetramine (100-97-0) + 3,7-dinitro-1,3,5,7-tetraaza-bicyclo[3.3.1]nonane (949-56-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; for 2h;

DOI:10.1039/b207885f

upstream raw materials:

methanol

1-methoxymethyl-3,5-dinitro-[1,3,5]triazinane

hexamethylenetetramine

formaldehyd

Downstream raw materials:

octahydro-1,3,5,7-tetranitro-1,3,5,7-tetrazocine

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

octahydro-1-N-acetyl-3,5,7-trinitro-1,3,5,7-tetrazocine

Hexahydro-1,3,5-trinitro-1,3,5-triazine

Refernces

• 1、 -. "Preparation method of HMX". Paragraph 0029; 0035; 0036; 0045. . Retrieved 2017/10/31.
• 2、 Xiao-Bing,Ming. "Synthesis of 3,7-dinitro-1,3,5,7-tetraazabicyclo-[3,3,1]nonane (dpt) using task-specific ionic liquids as recoverable catalysts". experimental part. p. 97 - 100. Retrieved 2012/02/05.