2,5-Diphenyl-2H-tetrazole

Base Information

• Chemical Name: 2,5-Diphenyl-2H-tetrazole
• CAS No.: 18039-45-7
• Molecular Formula: C13H10N4
• Molecular Weight: 222.249
• NSC Number: 141869
• DSSTox Substance ID: DTXSID40170958
• Nikkaji Number: J645.387B
• Wikidata: Q83040978
• Mol file: 18039-45-7.mol

Synonyms:2,5-Diphenyl-2H-tetrazole;2,5-Diphenyltetrazole;18039-45-7;2H-Tetrazole, 2,5-diphenyl-;NSC141869;2,5-Diphenyltetrazol;2H-Tetrazole,5-diphenyl-;SCHEMBL2210517;2,5-Diphenyl-2H-tetraazole #;DTXSID40170958;AKOS003244534;NSC 141869;NSC-141869;A905612

Chemical Property of 2,5-Diphenyl-2H-tetrazole

Chemical Property:

• Vapor Pressure: 8.44E-07mmHg at 25°C
• Boiling Point: 406°Cat760mmHg
• Flash Point: 199.3°C
• Density: 1.22g/cm³
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.090546336
• Heavy Atom Count: 17
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NN(N=N2)C3=CC=CC=C3

Technology Process of 2,5-Diphenyl-2H-tetrazole

There total 34 articles about 2,5-Diphenyl-2H-tetrazole 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: 95.5%

5-Phenyl-1H-tetrazole (18039-42-4,3999-10-8) + 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole (24388-23-6) → 2,5-diphenyl-2H-tetrazole (18039-45-7)

Guidance literature:

With pyridine; 1,3-bis-(diphenylphosphino)propane; oxygen; silver trifluoroacetate; triphenylphosphine; copper(I) bromide; In dichloromethane; acetonitrile; at 0 - 20 ℃; for 6h; Reagent/catalyst; Solvent;

Reference yield: 94.0%

(E)-phenyl(3-phenyltriaz-2-en-1-yl)methanimine → 2,5-diphenyl-2H-tetrazole (18039-45-7)

Guidance literature:

With iodine; potassium carbonate; potassium iodide; In dimethyl sulfoxide; at 100 ℃; for 1h; Reagent/catalyst; Solvent; Temperature; Schlenk technique;

DOI:10.1021/acs.orglett.5b03068

Reference yield: 88.0%

5-Phenyl-1H-tetrazole (18039-42-4,3999-10-8) + phenylboronic acid (98-80-6) → 2,5-diphenyl-2H-tetrazole (18039-45-7)

Guidance literature:

With copper(I) oxide; oxygen; In dimethyl sulfoxide; at 100 ℃; for 16h; Microwave irradiation;

DOI:10.1021/acs.joc.0c00807

upstream raw materials:

Phenyl azide

benzaldehyde phenylhydrazone

N-Carbamimidoyl-3,N'''-diphenyl-formazan

1-Phenyl-3-(α-aminobenzylidene)triazene

Downstream raw materials:

2,4,5-Triphenyl-Δ²-1,3,4-oxadiazolin

1,3,5-triphenyl-1,2,4-triazole

N',N'-diphenylbenzohydrazide

2,5-diphenyl-3,4-dihydro-2H-pyrazole-3r,4c-dicarboxylic acid anhydride

Refernces

• 1、 Bertrand, Sophie,Jamieson, Craig,Livingstone, Keith. "One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles". . p. 7413 - 7423. Retrieved 2020/07/07.
• 2、 Mishiro, Kenji,Kimura, Takeshi,Furuyama, Taniyuki,Kunishima, Munetaka. "Phototriggered Active Alkyne Generation from Cyclopropenones with Visible Light-Responsive Photocatalysts". supporting information. p. 4101 - 4105. Retrieved 2019/06/17.