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

Base Information

• Chemical Name: 3,6-Diphenyl-1,2,4,5-tetrazine
• CAS No.: 6830-78-0
• Molecular Formula: C14H10N4
• Molecular Weight: 234.26
• Hs Code.: 2933990090
• European Community (EC) Number: 624-592-0
• NSC Number: 73054
• UNII: HEP1NA5YSD
• DSSTox Substance ID: DTXSID10218457
• Nikkaji Number: J66.364F
• Wikidata: Q83095337
• ChEMBL ID: CHEMBL17784
• Mol file: 6830-78-0.mol

Synonyms:3,6-Diphenyl-1,2,4,5-tetrazine;6830-78-0;Diphenyl-s-tetrazine;3,6-Diphenyl-s-tetrazine;3,6-Diphenyltetrazine;s-Tetrazine, 3,6-diphenyl-;1,2,4,5-TETRAZINE, 3,6-DIPHENYL-;3,6-Diphenyl-sym-tetrazine;s-Tetrazine, 2,6-diphenyl-;HEP1NA5YSD;NSC 73054;MLS000736800;MFCD00023646;NSC-73054;NSC73054;UNII-HEP1NA5YSD;Enamine_004961;s-Tetrazine,6-diphenyl-;NCIOpen2_003742;CHEMBL17784;S-TETRAZINE, DIPHENYL-;SCHEMBL3652642;DTXSID10218457;HMS1408B11;HMS2780N06;1,4,5-Tetrazine, 3,6-diphenyl-;STK177320;1,2,4,5-Tetrazine,3,6-diphenyl-;3,6-Diphenyl-[1,2,4,5]tetrazine;AKOS000369904;IDI1_007548;3,6-Diphenyl-1,2,4,5-tetraazine #;NCGC00246946-01;BS-23027;SMR000447024;3,6-Diphenyl-1,2,4,5-tetrazine, 98%;LS-149030;CS-0204267;D3175;FT-0614772;T71222;A854719;AF-215/00262032;Z56871597

Chemical Property of 3,6-Diphenyl-1,2,4,5-tetrazine

Chemical Property:

• Appearance/Colour: white crystalline powder
• Melting Point: 198 °C (dec.)(lit.)
• Boiling Point: 446 °C at 760 mmHg
• PKA: 0.36±0.10(Predicted)
• Flash Point: 208.7 °C
• PSA: 51.56000
• Density: 1.214 g/cm³
• LogP: 2.60060
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: chloroform: soluble25mg/mL, clear, very dark red
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 234.090546336
• Heavy Atom Count: 18
• Complexity: 212

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,6-Diphenyl-1,2,4,5-tetrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NN=C(N=N2)C3=CC=CC=C3
• Uses: 3,6-Diphenyl-1,2,4,5-tetrazine may be used in the preparation of dihydropyridazine derivatives, via reaction with cis,cis-cycloocta-1,5-diene.

Technology Process of 3,6-Diphenyl-1,2,4,5-tetrazine

There total 47 articles about 3,6-Diphenyl-1,2,4,5-tetrazine 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: 98.8%

3,6-diphenyl-1,4-dihydro-1,2,4,5-tetrazine (14478-73-0) → 3,6-diphenyl-1,2,4,5-tetrazine (6830-78-0)

Guidance literature:

With acetic acid; sodium nitrite; In diethyl ether; at 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2006.04.066

Reference yield: 96.0%

3,6-diphenyl-1,4-di(p-tolylsulfonyl)-1,4-dihydro-1,2,4,5-tetrazine (69374-62-5) → 3,6-diphenyl-1,2,4,5-tetrazine (6830-78-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; Reflux;

DOI:10.1016/j.tetlet.2013.06.053

Reference yield: 88.0%

3,6-diphenyl-1-propanesulfenimido-1,2,4,5-tetrazine → 3,6-diphenyl-1,2,4,5-tetrazine (6830-78-0) + Dipropyl disulfide (629-19-6)

Guidance literature:

In 1,2-dichloro-benzene; at 150 ℃; for 60h;

DOI:10.1021/ja993884z

upstream raw materials:

3,6-diphenyl-1,2-dihydro-1,2,4,5-tetrazine

(RS)-mandelonitrile

1-chloro-1,4-diphenyl-2,3-diazabutadiene

benzonitrile

Downstream raw materials:

3,6-Diphenyl-4-(2,2-dimethyl-3-amino)-propyl-pyridazin

1,4-Diphenyl-7,7-dimethyl-7,8-dihydro-pyrrolo<2,3-d>pyridazin

3,6-Diphenyl-4-(3-amino-3-methyl)-propyl-pyridazin

2,3-Dihydro-1-methyl-4,7-diphenyl-1H-pyrrolo<2,3-d>pyridazin

Refernces

• 1、 -. "SYNTHETIC SPHINGOLIPID INSPIRED MOLECULES WITH HETEROAROMATIC APPENDAGES, METHODS OF THEIR SYNTHESIS AND METHODS OF TREATMENT". Paragraph 0223. . Retrieved 2021/04/02.
• 2、 Bachollet, Sylvestre P. J. T.,Vece, Vito,Mccracken, Alison N.,Finicle, Brendan T.,Selwan, Elizabeth,Ben Romdhane, Nadine,Dahal, Amogha,Ramirez, Cuauhtemoc,Edinger, Aimee L.,Hanessian, Stephen. "Synthetic Sphingolipids with 1,2-Pyridazine Appendages Improve Antiproliferative Activity in Human Cancer Cell Lines". supporting information. p. 686 - 690. Retrieved 2020/03/04.