2-(4-Fluorophenyl)-5-phenyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-(4-Fluorophenyl)-5-phenyl-1,3,4-oxadiazole
• CAS No.: 1580-50-3
• Molecular Formula: C14H9 F N2 O
• Molecular Weight: 240.237
• European Community (EC) Number: 216-425-1
• NSC Number: 90364
• DSSTox Substance ID: DTXSID50166342
• Nikkaji Number: J206.819B
• Wikidata: Q83035543
• ChEMBL ID: CHEMBL4763265
• Mol file: 1580-50-3.mol

Synonyms:2-(4-Fluorophenyl)-5-phenyl-1,3,4-oxadiazole;1580-50-3;C14H9FN2O;EINECS 216-425-1;NSC90364;CHEMBL4763265;DTXSID50166342;NSC 90364;NSC-90364;CCG-129142;2-phenyl-5-(4-fluorophenyl)-1,3,4-oxadiazole

Chemical Property of 2-(4-Fluorophenyl)-5-phenyl-1,3,4-oxadiazole

Chemical Property:

• Vapor Pressure: 1.82E-05mmHg at 25°C
• Boiling Point: 374.2°Cat760mmHg
• Flash Point: 180.1°C
• Density: 1.241g/cm³
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 240.06989108
• Heavy Atom Count: 18
• Complexity: 263

Purity/Quality:

98%min ^*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=C(O2)C3=CC=C(C=C3)F

Technology Process of 2-(4-Fluorophenyl)-5-phenyl-1,3,4-oxadiazole

There total 28 articles about 2-(4-Fluorophenyl)-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: 91.0%

4-fluorobenzoyl hydrazide (456-06-4) + Benzoylformic acid (611-73-4) → 2-(4-fluorophenyl)-5-phenyl-1,3,4-oxadiazole (1580-50-3)

Guidance literature:

With tetrabutylammonium acetate; In methanol; at 20 ℃; for 3h; Electrochemical reaction; Inert atmosphere;

DOI:10.1002/ejoc.202000311

Reference yield: 90.0%

4-fluorobenzoyl hydrazide (456-06-4) + triethoxymethylbenzene (1663-61-2) → 2-(4-fluorophenyl)-5-phenyl-1,3,4-oxadiazole (1580-50-3)

Guidance literature:

With Nafion(R)NR₅₀; at 80 ℃; for 0.166667h; microwave irradiation;

DOI:10.1016/j.tetlet.2007.11.165

Reference yield: 89.0%

2-(4-fluorophenyl)-2-oxoacetic acid (2251-76-5) + benzoic acid hydrazide (613-94-5) → 2-(4-fluorophenyl)-5-phenyl-1,3,4-oxadiazole (1580-50-3)

Guidance literature:

With tetrabutylammonium acetate; In methanol; at 20 ℃; for 3h; Electrochemical reaction; Inert atmosphere;

DOI:10.1002/ejoc.202000311

upstream raw materials:

N'-benzoyl-4-fluorobenzohydrazide

Benzaldehyd-4-fluorbenzoylhydrazon

4-fluorobenzoyl hydrazide

triethoxymethylbenzene

Downstream raw materials:

2-(4-(9H-carbazol-9-yl)phenyl)-5-phenyl-1,3,4-oxadiazole

Refernces

• 1、 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.
• 2、 Zhang, Lin,Yu, Yu,Tang, Qiang,Yuan, Jianyong,Ran, Dongzhi,Tian, Binghua,Pan, Tao,Gan, Zongjie. "TiCl4 mediated facile synthesis of 1,3,4-oxadiazoles and 1,3,4-thiadiazoles". . p. 423 - 431. Retrieved 2019/12/27.