1H-1,2,3-Triazole-4,5-dicarbonitrile

Base Information

• Chemical Name: 1H-1,2,3-Triazole-4,5-dicarbonitrile
• CAS No.: 53817-16-6
• Molecular Formula: C4H N5
• Molecular Weight: 119.085
• Hs Code.: 2933990090
• European Community (EC) Number: 258-800-2
• DSSTox Substance ID: DTXSID10202093
• Nikkaji Number: J279.513B,J2.696.992A
• Wikidata: Q83075348
• Mol file: 53817-16-6.mol

Synonyms:1H-1,2,3-Triazole-4,5-dicarbonitrile;53817-16-6;2H-triazole-4,5-dicarbonitrile;EINECS 258-800-2;C4HN5;2H-1,2,3-triazole-4,5-dicarbonitrile;dicyanotriazole;4,5-dicyanotriazole;HDCTA;SCHEMBL1457382;SCHEMBL11027865;C4-H-N5;DTXSID10202093;4,5-dicyano-2h-1,2,3-triazole;4,5-Dicyano-1H-1,2,3-triazole;MFCD13193135;AS-62813;CS-0036418;W16803

Chemical Property of 1H-1,2,3-Triazole-4,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 4.93E-11mmHg at 25°C
• Melting Point: 145 °C
• Boiling Point: 523°Cat760mmHg
• PKA: 2.56±0.70(Predicted)
• Flash Point: 160.5°C
• PSA: 89.15000
• Density: 1.58g/cm³
• LogP: -0.45194
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 119.02319505
• Heavy Atom Count: 9
• Complexity: 170

Purity/Quality:

99%, ^*data from raw suppliers

2H-triazole-4,5-dicarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C1=NNN=C1C#N

Technology Process of 1H-1,2,3-Triazole-4,5-dicarbonitrile

There total 7 articles about 1H-1,2,3-Triazole-4,5-dicarbonitrile 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%

diaminomaleonitrile (1187-42-4) → 2H-1,2,3-triazole-4,5-dicarbonitrile (53817-16-6)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 5 - 25 ℃; for 1.5h;

DOI:10.1039/c7cc05770a

Reference yield: 82.0%

2,3-diaminomaleonitrile (18514-52-8) → 1H-1,2,3-triazole-4,5-dicarbonitrile (53817-16-6)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃; for 2h;

DOI:10.1039/d1gc02451e

Reference yield: 77.0%

2,3-diaminomaleonitrile (18514-52-8) → 2H-1,2,3-triazole-4,5-dicarbonitrile (53817-16-6)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃;

DOI:10.1039/c2dt12100j

upstream raw materials:

diaminomaleonitrile

2,3-diaminomaleonitrile

1,1-diamino-2,2-dicyanoethylene

Downstream raw materials:

5-cyano-2H-[1,2,3]triazole-4-carboxylic acid amide

1H-1,2,3-triazole-4,5-dicarboxylic acid

N₄,N₅-diphenyl-2H-1,2,3-triazole-4,5-dicarbohydrazonamide

Refernces

• 1、 Sabate, Carles Miro,Jeanneau, Erwann,Delalu, Henri. "Metal salts of the 4,5-dicyano-2H-1,2,3-triazole anion ([C 4N5]-)". . p. 3817 - 3825. Retrieved 2012.
• 2、 Wu, Jin-Ting,Zhang, Jian-Guo,Qin, Jian,Yin, Xin,Wu, Le. "Nitrogen-Rich Amino-triazolium Salts Based on Binary 4,5-Dicyano-1,2,3-triazolate (C4N5-) Anion". . p. 409 - 413. Retrieved 2016.
• 3、 Atik, Jaschar,Brunklaus, Gunther,Hoffknecht, Jan-Philipp,Krause, Christian,Paillard, Elie,Thienenkamp, Johannes,Winter, Martin. "Beyond fluorine: Sustainable ternary polymer electrolytes for lithium batteries". . p. 9935 - 9944. Retrieved 2021/12/27.
• 4、 Qin, Jian,Sindiskii, V. P.,Yang, Jun-Qing,Yang, Zhen-Li,Zhang, Jian-Guo. "Synthesis and investigation of alkaline energetic coordination polymers based on 1,2,3-triazole-4,5-dicarboxylic acid for green component of pyrotechnics". . p. 3768 - 3776. Retrieved 2020/06/17.