Dinitroglycoluril

Base Information

• Chemical Name: Dinitroglycoluril
• CAS No.: 55510-04-8
• Molecular Formula: C4H4 N6 O6
• Molecular Weight: 232.112
• European Community (EC) Number: 259-683-0
• UN Number: 0489
• DSSTox Substance ID: DTXSID70970862
• Wikipedia: Dinitroglycoluril
• Wikidata: Q4161926
• Mol file: 55510-04-8.mol

Synonyms:1,4-dinitroglycoluril;DINGU cpd

Chemical Property of Dinitroglycoluril

Chemical Property:

• Melting Point: 249 °C (decomp)
• PKA: 8.09±0.20(Predicted)
• PSA: 163.30000
• Density: 2.17g/cm³
• LogP: -1.72540
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 232.01923187
• Heavy Atom Count: 16
• Complexity: 359
• Transport DOT Label: Explosive 1.1D

Purity/Quality:

98%, ^*data from raw suppliers

DINGU 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Uses -> Explosives
• Canonical SMILES: C12C(NC(=O)N1[N+](=O)[O-])N(C(=O)N2)[N+](=O)[O-]

Technology Process of Dinitroglycoluril

There total 3 articles about Dinitroglycoluril 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: 92.0%

mononitroglycoluril (97095-19-7) → 1,4-dinitroglycoluril (55510-04-8)

Guidance literature:

With nitric acid; at 65 ℃; for 6h;

Reference yield: 82.0%

glycoluril (496-46-8) → 1,4-dinitroglycoluril (55510-04-8)

Guidance literature:

With dinitrogen pentoxide; In carbon dioxide; at 5 - 20 ℃; for 2h; under 45004.5 - 60006 Torr; Reagent/catalyst; Autoclave; liquid CO₂;

DOI:10.1016/j.mencom.2015.01.004

Reference yield: 43.0%

2,4,6,8-tetraacetyl-2,4,6,8-tetraazabicyclo<3,3,0>octan-3,7-dione (10543-60-9) → 1,4-dinitroglycoluril (55510-04-8)

Guidance literature:

With sulfuric acid; nitric acid; at 65 ℃; for 1h;

upstream raw materials:

2,4,6,8-tetraacetyl-2,4,6,8-tetraazabicyclo<3,3,0>octan-3,7-dione

mononitroglycoluril

glycoluril