2,5-Diphenyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2,5-Diphenyl-1,3,4-oxadiazole
• CAS No.: 725-12-2
• Molecular Formula: C14H10N2O
• Molecular Weight: 222.246
• Hs Code.: 29349990
• European Community (EC) Number: 211-968-0
• NSC Number: 53152
• DSSTox Substance ID: DTXSID00222806
• Nikkaji Number: J42.569I
• Wikidata: Q69754390
• ChEMBL ID: CHEMBL1418955
• Mol file: 725-12-2.mol

Synonyms:2,5-diphenyl-1,3,4-oxadiazole;2,5-diphenyloxazole

Chemical Property of 2,5-Diphenyl-1,3,4-oxadiazole

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 7.41E-06mmHg at 25°C
• Melting Point: 138-140 °C(lit.)
• Refractive Index: 1.59
• Boiling Point: 387.3 °C at 760 mmHg
• PKA: -5.04±0.32(Predicted)
• Flash Point: 182.7 °C
• PSA: 38.92000
• Density: 1.174 g/cm³
• LogP: 3.40360
• Storage Temp.: Store below +30°C.
• Solubility.: chloroform: 0.1 g/mL, clear
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 222.079312947
• Heavy Atom Count: 17
• Complexity: 210

Purity/Quality:

99.5% ^*data from raw suppliers

2,5-Diphdnyl-1,3,4-oxadiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 22-24/25-36/37-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NN=C(O2)C3=CC=CC=C3

Technology Process of 2,5-Diphenyl-1,3,4-oxadiazole

There total 170 articles about 2,5-Diphenyl-1,3,4-oxadiazole 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: 99.0%

N'-benzoylbenzohydrazide (787-84-8) → 2,5-bis-(phenyl)-1,3,4-oxadiazole (725-12-2)

Guidance literature:

With Ph₃P*CBr₄; triethylamine; In dichloromethane; 1.) room temperature, 30 min, 2.) reflux, 3 h;

Reference yield: 98.0%

benzoyl chloride (98-88-4) → 2,5-bis-(phenyl)-1,3,4-oxadiazole (725-12-2)

Guidance literature:

benzoyl chloride; With hydrazine hydrate; In 1,4-dioxane; at 0 - 20 ℃;

With boron trifluoride diethyl etherate; In 1,4-dioxane; at 130 ℃; for 2.5h;

DOI:10.1081/SCC-100103993

Reference yield: 96.8%

benzonitrile (100-47-0) + benzyl alcohol (100-51-6,185532-71-2) → 2,5-bis-(phenyl)-1,3,4-oxadiazole (725-12-2)

Guidance literature:

With ammonium cerium (IV) nitrate; tris(2,2'-bipyridyl)ruthenium dichloride; N,N,N,N,-tetramethylethylenediamine; tris(2,4-dimethylphenyl)phosphane; In 1,4-dioxane; benzene; at 80 ℃; for 10h; Reagent/catalyst; Solvent;

upstream raw materials:

ethanol

1,2-bis[chloro(phenyl)methylidene]hydrazone

benzoic acid isopropylidenehydrazide

tribenzoylhydrazine

Downstream raw materials:

2-Phenyl-5-[3-(pyrrolidine-1-sulfonyl)-phenyl]-[1,3,4]oxadiazole

4-[3-(5-Phenyl-[1,3,4]oxadiazol-2-yl)-benzenesulfonyl]-morpholine

diphenyl-[1,3,4]thiadiazole

ammonia

Refernces

• 1、 Lin, Zeng-Hui,Tian, Ze-Yu,Zhang, Cheng-Pan. "Pd/Cu-Catalyzed C-H/C-H Cross Coupling of (Hetero)Arenes with Azoles through Arylsulfonium Intermediates". supporting information. p. 4400 - 4405. Retrieved 2021/06/27.
• 2、 Paidi, Karuna Raman,Kolli, Murali Krishna,Reddy, Eeda Koti,Pedakotla, Venkata Ramana. "Sodium hypochlorite-mediated synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from hydrazides and aldehydes". . p. 371 - 376. Retrieved 2020/05/04.