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:

4a-methyl-2,9c-diphenyl-(4ar,9bc,9cξ)-9b,9c-dihydro-4aH-benzo[4',5']thieno[3',2':3,4]azeto[2,1-b][1,3,4]oxadiazole

4a-methyl-2,9b-diphenyl-(4ar,9ac,9bξ)-9a,9b-dihydro-4aH-benzo[4',5']thieno[2',3':3,4]azeto[2,1-b][1,3,4]oxadiazole

9b-methyl-2,9c-diphenyl-(4ar,9bc,9cξ)-9b,9c-dihydro-4aH-benzo[4',5']thieno[3',2':3,4]azeto[2,1-b][1,3,4]oxadiazole

2,5-diphenyl-(5ar,10ac)-5a,10a-dihydro-benzo[4,5]thieno[3,2-f][1,3,4]oxadiazepine

Refernces

Star-shaped discotic nematic liquid crystal containing 1,3,5-triethynylbenzene and oxadiazole-based rigid arms

10.1016/S0040-4039(01)00245-3

The research focuses on the synthesis and characterization of a novel three-armed discotic liquid crystal (LC), which is the first star-shaped molecule to exhibit a discotic nematic phase. The purpose of the study was to create a molecule with reduced inter-core interaction, which is necessary for the formation of a nematic phase rather than the more common columnar phase in discotic LCs. The researchers synthesized a molecule based on 1,3,5-triethynylbenzene as the core and 2,5-diphenyloxadiazole as rigid arms. The conclusions drawn from the research were that the unique molecular shape of compound 5, with its long rigid arms and small nonpolar core, contributed to the formation of a discotic nematic assembly rather than a columnar stacking, marking a significant advancement in the field of discotic liquid crystals.