1,1-Diamino-2,2-dinitroethylene

Base Information

• Chemical Name: 1,1-Diamino-2,2-dinitroethylene
• CAS No.: 145250-81-3
• Molecular Formula: C2H4 N4 O4
• Molecular Weight: 148.078
• European Community (EC) Number: 604-466-1
• UNII: 3B2KYV7C3F
• DSSTox Substance ID: DTXSID70894014
• Nikkaji Number: J1.004.091D,J2.041.686F,J2.189.966F
• Wikipedia: FOX-7
• Wikidata: Q427052
• Mol file: 145250-81-3.mol

Synonyms:1,1-diamino-2,2-dinitroethylene;FOX-7 cpd

Chemical Property of 1,1-Diamino-2,2-dinitroethylene

Chemical Property:

• Refractive Index: 1.604
• Boiling Point: 194.6°Cat760mmHg
• Flash Point: 71.5°C
• PSA: 143.68000
• Density: 1.688g/cm³
• LogP: 1.03080
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 148.02325462
• Heavy Atom Count: 10
• Complexity: 176

Purity/Quality:

99%, ^*data from raw suppliers

1,1-DIAMINO-2,2-DINITROETHYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=C([N+](=O)[O-])[N+](=O)[O-])(N)N

Technology Process of 1,1-Diamino-2,2-dinitroethylene

There total 12 articles about 1,1-Diamino-2,2-dinitroethylene 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: 96.6%

2-(dinitromethylene)-4,5-imidazolidinedione (214191-54-5) → parabanic acid (120-89-8) + 2,2-dinitroethene-1,1-diamine (145250-81-3)

Guidance literature:

With valeric acid; at 25 ℃; for 0.5h;

DOI:10.1021/jo030395f

Reference yield: 91.9%

2-(dinitromethylidene)-5,5-dinitrodihydropyrimidine-4,6(1H,5H)-dione → 2,2-dinitroethene-1,1-diamine (145250-81-3)

Guidance literature:

With water; at 20 ℃; for 18h; Time;

DOI:10.1021/op068010t

Reference yield: 90.0%

4,6-dihydroxy-5,5-dinitro-2-(dinitromethylene)-2,5-dihydropyrimidine (374552-65-5) → 2,2-dinitroethene-1,1-diamine (145250-81-3)

Guidance literature:

With sulfuric acid; at 15 - 20 ℃; for 2h; pH=2;

DOI:10.1023/A:1012568305472

upstream raw materials:

2-(dinitromethylene)-4,5-imidazolidinedione

2-methyl-4,6-dihydroxypyrimidine

4,6-dihydroxy-5,5-dinitro-2-(dinitromethylene)-2,5-dihydropyrimidine

2-methyl-1H-pyrimidine-4,6-dione

Downstream raw materials:

4-amino-2-methyl-5-nitro-1,2,3-2H-triazole

1-(1-amino-2,2-dinitroethenyl)-2-(2,4-dinitrophenyl)hydrazine

amidinoformic acid

1-amino-1-N-acetylamino-2,2-dinitroethene

Refernces

• 1、 Vo, Thao T.,Shreeve, Jean'Ne M.. "1,1-Diamino-2,2-dinitroethene (FOX-7) and 1-amino-1-hydrazino-2,2-dinitroethene (HFOX) as amphotères: bases with strong acids". . p. 8756 - 8763. Retrieved 2015.
• 2、 Gilinsky-Sharon, Pessia,Gottlieb, Hugo E.,Rajsfus, David E.,Keinan-Adamsky, Keren,Marks, Vered,Aped, Pinchas,Frimer, Aryeh A.. "1,1-Diamino-2,2-dinitroethylenes are always zwitterions". . p. 672 - 679,8. Retrieved 2012.
• 3、 Zhang, Jichuan,Zhang, Jiaheng,Parrish, Damon A.,Shreeve, Jean'Ne M.. "Desensitization of the dinitromethyl group: Molecular/crystalline factors that affect the sensitivities of energetic materials". . p. 22705 - 22712. Retrieved 2018.
• 4、 Astrat'ev,Dashko,Mershin,Stepanov,Urazgil'deev. "Some specific features of acid nitration of 2-substituted 4,6-dihydroxypyrimidines. Nucleophilic cleavage of the nitration products". . p. 729 - 733. Retrieved 2001.
• 5、 Sepehrmansourie, Hassan,Zarei, Mahmoud,Zolfigol, Mohammad Ali,Mehrzad, Amin,Hafizi-Atabak, Hamid Reza. "Application of [PVI-SO3H]NO3as a novel polymeric nitrating agent with ionic tags in preparation of high-energetic materials". . p. 8367 - 8374. Retrieved 2021/03/03.
• 6、 -. "A 1, 1 - diamino - 2, 2 - dinitro ethylene synthesis method". Paragraph 0017-0038. . Retrieved 2019/11/13.