1,2,4,5-Tetrazine-3,6-diamine

Base Information

• Chemical Name: 1,2,4,5-Tetrazine-3,6-diamine
• CAS No.: 19617-90-4
• Molecular Formula: C2H4 N6
• Molecular Weight: 112.094
• NSC Number: 137937
• DSSTox Substance ID: DTXSID80300631
• Nikkaji Number: J379.252H
• Wikidata: Q82043854
• Mol file: 19617-90-4.mol

Synonyms:1,2,4,5-Tetrazine-3,6-diamine;19617-90-4;3,6-diamino-1,2,4,5-tetrazine;1,2,4,5-Tetraazine-3,6-diamine;NSC137937;SCHEMBL1300603;YSCK0184;DTXSID80300631;CHEBI:151037;STK792992;3,6-diamino-1,2,4,5,-tetrazine;AKOS001016812;AT38330;NSC-137937;1,2,4,5-Tetraazine-3,6-diamine #;CS-0449125;(6-amino-[1,2,4,5]tetrazin-3-yl)-amine;EN300-1726171;Z56791272

Chemical Property of 1,2,4,5-Tetrazine-3,6-diamine

Chemical Property:

• Vapor Pressure: 1.29E-08mmHg at 25°C
• Boiling Point: 459.2°Cat760mmHg
• Flash Point: 262.3°C
• Density: 1.675g/cm³
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 112.04974415
• Heavy Atom Count: 8
• Complexity: 54.9

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=NN=C(N=N1)N)N

Technology Process of 1,2,4,5-Tetrazine-3,6-diamine

There total 13 articles about 1,2,4,5-Tetrazine-3,6-diamine 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: 100.0%

3,6-bis-(3,5-dimethyl-pyrazol-1-yl)-1,2,4,5-tetrazine (30169-25-6) → 3,6-diamino-1,2,4,5-tetrazine (19617-90-4)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; ammonia; at 90 ℃; for 6h;

Reference yield: 100.0%

3,6-diamino-1,2-dihydro-1,2,4,5-tetrazine monohydrochloride (133488-87-6) → 3,6-diamino-1,2,4,5-tetrazine (19617-90-4)

Guidance literature:

With sodium perborate; In water; for 2h; Ambient temperature;

Reference yield: 97.0%

3,6-bis(3,5-dimethyl-4-nitropyrazol-1-yl)-1,2,4,5-tetrazine → 3,6-diamino-1,2,4,5-tetrazine (19617-90-4)

Guidance literature:

With ammonium hydroxide; In 1,2-dimethoxyethane; at 20 ℃; for 1h;

DOI:10.1007/s10593-020-02836-9

upstream raw materials:

1,2-dihydro-[1,2,4,5]tetrazine-3,6-dicarboxylic acid dihydrazide

N,N'-diamino-guanidine; nitrate

S-methylisothiosemicarbazide hydriodide

3,6-bis-(3,5-dimethyl-pyrazol-1-yl)-1,2,4,5-tetrazine

Downstream raw materials:

3,6-diamino-1,2,4,5-tetrazine 1,4-dioxide

3,6-dihydrazinyl-1,2,4,5-tetrazine

5-phenyl-1,2,4-triazin-3-amine

Refernces

• 1、 Lin et al.. "-". . p. 427,428. Retrieved 1954.
• 2、 Kon’kova, Tat’yana S.,Matyushin, Yurii N.,Miroshnichenko, Evgeniy А.,Palysaeva, Nadezhda V.,Sheremetev, Aleksei B.. "Improved Synthesis and Thermochemical Properties of Amino- and Hydrazino-1,2,4,5-Tetrazines". . p. 1449 - 1453. Retrieved 2020.
• 3、 Zhu, Zixi,Glinkerman, Christopher M.,Boger, Dale L.. "Selective N1/N4 1,4-Cycloaddition of 1,2,4,5-Tetrazines Enabled by Solvent Hydrogen Bonding". supporting information. p. 20778 - 20787. Retrieved 2020/12/22.