4-Nitro-2H-1,2,3-triazole

Base Information

• Chemical Name: 4-Nitro-2H-1,2,3-triazole
• CAS No.: 14544-45-7
• Molecular Formula: C2H2N4O2
• Molecular Weight: 114.063
• Hs Code.: 2933698090
• European Community (EC) Number: 820-271-6,693-758-2
• NSC Number: 127452
• DSSTox Substance ID: DTXSID80932592
• Nikkaji Number: J2.714.726G,J661.459K,J957.070E
• Wikidata: Q72496347
• Mol file: 14544-45-7.mol

Synonyms:4-Nitro-2H-1,2,3-triazole;84406-63-3;4-Nitro-1,2,3-triazole;14544-45-7;4-nitro-2H-triazole;5-nitro-1h-1,2,3-triazole;1H-1,2,3-Triazole, 5-nitro-;4-nitro-1H-1,2,3-triazole;2H-1,2,3-Triazole, 4-nitro-;5-Nitro-1,2,3-triazole;C2H2N4O2;nitrotriazole;1H-1,2,3-Triazole, 4-nitro-;NSC127452;4-nitro-1H-triazole;v-Triazole, 4-nitro-;Nitro-1,2,3-triazole;SCHEMBL247;4-Nitro,1,2,3-triazole;DTXSID80932592;4-nitro-2H-[1,2,3]triazole;4-Nitro-1H-[1,2,3]triazole;4-Nitro-2H-1,2,3-triazole #;AMY27461;MFCD00730971;MFCD11502061;STL442420;ZB1767;2H-[1,2,3]Triazole, 4-nitro-;AKOS004910184;AKOS004910298;AKOS025395118;AC-7687;NSC-127452;AS-31196;SY020363;CS-0045312;FT-0646592;EN300-96505;P20596;A841461;A903869;W-200565;4-nitro-2H-1,2,3-triazole;Z2687203948

Chemical Property of 4-Nitro-2H-1,2,3-triazole

Chemical Property:

• Melting Point: 161-162℃
• Boiling Point: 356.1 °C at 760 mmHg
• PKA: 5.09±0.70(Predicted)
• Flash Point: 169.2 °C
• PSA: 87.39000
• Density: 1.727 g/cm³
• LogP: 0.23610
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 114.01777532
• Heavy Atom Count: 8
• Complexity: 98.7

Purity/Quality:

NLT 98% ^*data from raw suppliers

5-Nitro-1H-[1,2,3]triazole ＞97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NNN=C1[N+](=O)[O-]

Technology Process of 4-Nitro-2H-1,2,3-triazole

There total 5 articles about 4-Nitro-2H-1,2,3-triazole 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: 93.0%

2C2HN4O2(1-)*Mg(2+)*5H2O → 4-nitro-1H-1,2,3-triazole (14544-45-7)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1134/S1070428015090171

Reference yield: 50.0%

1-dimethylamino-2-nitroethene (73430-27-0,87446-70-6,1190-92-7) → 4-nitro-1H-1,2,3-triazole (14544-45-7)

Guidance literature:

With 4-toluenesulfonyl azide; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201402130

Reference yield:

1,1,1-trinitroethane (595-86-8) → 1-azido-1,1-dinitroethane + 4-nitro-1H-1,2,3-triazole (14544-45-7)

Guidance literature:

With sodium azide; In diethyl ether; dimethyl sulfoxide; at 30 - 40 ℃; for 3h;

DOI:10.1007/BF02494372

upstream raw materials:

1,1,1-trinitroethane

1-dimethylamino-2-nitroethene

Downstream raw materials:

1H-1,2,3-triazol-5-amine

tetraphenylphosphonium 4-nitro-1,2,3-triazolate

5-nitro-1-(2-propynyl)-1,2,3-triazole

4-nitro-1-(2-propynyl)-1,2,3-triazole

Refernces

• 1、 Golobokova,Proidakov,Vereshchagin,Kizhnyaev. "Synthesis of N-(oxyran-2-ylmethyl)triazoles and -tetrazoles". . p. 1308 - 1312. Retrieved 2015/11/09.