2-(4-BIPHENYLYL)-5-PHENYL-1,3,4-OXADIAZOLE

Base Information

• Chemical Name: 2-(4-BIPHENYLYL)-5-PHENYL-1,3,4-OXADIAZOLE
• CAS No.: 852-38-0
• Deprecated CAS: 59597-86-3
• Molecular Formula: C20H14N2O
• Molecular Weight: 298.344
• Hs Code.: 2934999090
• European Community (EC) Number: 212-712-0
• NSC Number: 24858
• UNII: US7R82695E
• DSSTox Substance ID: DTXSID3061213
• Nikkaji Number: J150.005H
• Wikidata: Q72443851
• Mol file: 852-38-0.mol

Synonyms:1,3,4-Oxadiazole,2-(4-biphenylyl)-5-phenyl- (6CI,8CI);2-(4-Biphenyl)-5-phenyl-1,3,4-oxadiazole;2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole;2-(p-Biphenyl)-5-phenyl-1,3,4-oxadiazole;2-Phenyl-5-(4-biphenylyl)-1,3,4-oxadiazole;2-Phenyl-5-(4'-biphenylyl)-1,3,4-oxadiazole;2-Phenyl-5-p-biphenylyl-1,3,4-oxadiazole;2-p-Biphenylyl-5-phenyl-1,3,4-oxadiazole;5-(4'-Biphenylyl)-2-phenyl-1,3,4-oxadiazole;5-p-Biphenylyl-2-phenyl-1,3,4-oxadiazole;NSC 24858;PBD;Phenyl-2-p-biphenylyl-5-oxadiazole-1,3,4;

Chemical Property of 2-(4-BIPHENYLYL)-5-PHENYL-1,3,4-OXADIAZOLE

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 6.2E-09mmHg at 25°C
• Melting Point: 167-169 °C
• Refractive Index: 1.612
• Boiling Point: 480.7 °C at 760 mmHg
• PKA: -5.17±0.37(Predicted)
• Flash Point: 240.7 °C
• PSA: 38.92000
• Density: 1.172 g/cm³
• LogP: 5.07060
• Storage Temp.: 2-8°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 298.110613074
• Heavy Atom Count: 23
• Complexity: 355

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2-(4-Biphenylyl)-5-phenyl-1,3,4-oxadiazole 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Other Dyes
• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)C3=NN=C(O3)C4=CC=CC=C4

Technology Process of 2-(4-BIPHENYLYL)-5-PHENYL-1,3,4-OXADIAZOLE

There total 13 articles about 2-(4-BIPHENYLYL)-5-PHENYL-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: 85.0%

C20H16N2O (412956-37-7) → 2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole (852-38-0)

Guidance literature:

C₂₀H₁₆N₂O; With iodine; potassium carbonate; In dimethyl sulfoxide; at 20 ℃; Green chemistry;

With dihydrogen peroxide; In water; dimethyl sulfoxide; at 20 ℃; for 7h; Green chemistry;

DOI:10.1039/c3ra44897e

Reference yield: 85.0%

benzoic acid hydrazide (613-94-5) + biphenyl-4-carboxylic acid (92-92-2) → 2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole (852-38-0)

Guidance literature:

With PS-PPh₃; trichloroacetonitrile; In acetonitrile; at 150 ℃; for 0.333333h; microwave irradiation;

DOI:10.1016/j.tetlet.2005.10.131

Reference yield: 74.0%

4-phenylbenzohydrazide (18622-23-6) + iodobenzene (591-50-4) + tert-butylisonitrile (119072-55-8,7188-38-7) → 2-biphenyl-4-yl-5-phenyl-[1,3,4]oxadiazole (852-38-0)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; sodium acetate; In N,N-dimethyl-formamide; at 130 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c5ob01328c

upstream raw materials:

DC-S₃₃₇

Biphenyl-4-carboxylic acid [1-phenyl-meth-(E)-ylidene]-hydrazide

benzoic acid hydrazide

biphenyl-4-carboxylic acid

Downstream raw materials:

biphenyl-4-carboxylic acid

4-(5-phenyl-1,3,4-oxadiazole-2-yl)-biphenyl-4'-yl sulfonic acid

2-(2',4',5'-tribromobiphenyl-4-yl)-5-phenyl-1,3,4-oxadiazole

2-(4'-bromobiphenyl-4'-yl)-5-phenyl-1,3,4-oxadiazole

Refernces

• 1、 Fan, Xiang-Yuan,Jiang, Xiao,Zhang, Ying,Chen, Zhen-Bang,Zhu, Yong-Ming. "Palladium-catalyzed one-pot synthesis of diazoles via tert-butyl isocyanide insertion". . p. 10402 - 10408. Retrieved 2015/10/28.
• 2、 Gierczyk, Blazej,Zalas, MacIej,Kazmierczak, Marcin,Grajewski, Jakub,Pankiewicz, Radoslaw,Wyrzykiewicz, Bozena. "17O NMR studies of substituted 1,3,4-oxadiazoles". experimental part. p. 648 - 654. Retrieved 2012/01/06.