2-Phenyl-1,3,4-oxadiazole

Base Information

• Chemical Name: 2-Phenyl-1,3,4-oxadiazole
• CAS No.: 825-56-9
• Molecular Formula: C8H6N2O
• Molecular Weight: 146.148
• Hs Code.: 2934999090
• European Community (EC) Number: 879-121-3
• NSC Number: 94884
• DSSTox Substance ID: DTXSID80231799
• Nikkaji Number: J65.681J
• Wikidata: Q72498001
• ChEMBL ID: CHEMBL2269004
• Mol file: 825-56-9.mol

Synonyms:2-Phenyl-1,3,4-oxadiazole;825-56-9;1,3,4-OXADIAZOLE, 2-PHENYL-;2-Phenyl-[1,3,4]oxadiazole;NSC 94884;2-Fenil-1,3,4-ossadiazolo [Italian];BRN 0118804;2-Fenil-1,3,4-ossadiazolo;4-27-00-07140 (Beilstein Handbook Reference);NSC94884;EC-000.1752;SCHEMBL9555;2-Phenyl-1,3,4-oxadiazol;1,4-Oxadiazole, 2-phenyl-;5-phenyl-1,3,4-oxadiazole;2-phenyl-[1.3.4]oxadiazole;CHEMBL2269004;2-phenyl-[1,3,4]-oxadiazole;2-phenyl-[1.3.4]-oxadiazole;DTXSID80231799;CEVIMELINE,HYDROCHLORIDESALT;BCP27494;MFCD00491613;NSC-94884;ODZ101337;STK408136;AKOS002300438;AS-58422;LS-99168;AM20041210;BB 0238235;CS-0119950;FT-0691831;EN300-44953;2-Phenyloxadiazole;5-Phenyl-1,3,4-Oxadiazole;D71189;Z55670800

Chemical Property of 2-Phenyl-1,3,4-oxadiazole

Chemical Property:

• Vapor Pressure: 0.0286mmHg at 25°C
• Melting Point: 34 °C
• Boiling Point: 253.8°Cat760mmHg
• PKA: -4.52±0.32(Predicted)
• Flash Point: 111°C
• PSA: 38.92000
• Density: 1.179g/cm³
• LogP: 1.73660
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 123

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NN=CO2

Technology Process of 2-Phenyl-1,3,4-oxadiazole

There total 79 articles about 2-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: 97.0%

N-isocyaniminotriphenylphosphorane (73789-56-7) + benzoic acid (65-85-0,8013-63-6) → 2-phenyl-1,3,4-oxadiazole (825-56-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 0.166667h; Time; Solvent; Sonication;

DOI:10.1016/j.ultsonch.2013.06.009

Reference yield: 97.0%

benzoic acid hydrazide (613-94-5) + orthoformic acid triethyl ester (122-51-0) → 2-phenyl-1,3,4-oxadiazole (825-56-9)

Guidance literature:

for 12h; Reflux; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02365

Reference yield: 93.0%

sodium chlorodifluoroacetate (1895-39-2) + benzoic acid hydrazide (613-94-5) → 2-phenyl-1,3,4-oxadiazole (825-56-9)

Guidance literature:

With potassium phosphate; In acetonitrile; at 100 ℃; for 1h; Reagent/catalyst; Solvent; Mechanism; Sealed tube; Inert atmosphere;

DOI:10.1016/j.cclet.2021.08.089

upstream raw materials:

diethyl ether

Benzoyl bromide

diazo-methane; diazomethyl lithium

benzoic acid ethyl ester

Downstream raw materials:

phenyl-1,3,4-thiadiazole

2-phenyl-1,3,4-thiadiazole-5(4H)-thione

furan-2-carboxylic acid furan-2-yl-bis-(5-phenyl-[1,3,4]oxadiazol-2-yl)-methyl ester

(furan-2-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanone

Refernces

• 1、 Chang, Xiao-Yong,Chen, Ji-Jun,Gu, Qiang-Shuai,Jiang, Sheng-Peng,Li, Zhong-Liang,Liu, Lin,Liu, Xiao-Dong,Liu, Xin-Yuan,Su, Xiao-Long,Wang, Fu-Li,Yang, Chang-Jiang,Ye, Liu. "Copper-Catalyzed Enantioconvergent Cross-Coupling of Racemic Alkyl Bromides with Azole C(sp2)?H Bonds". supporting information. p. 380 - 384. Retrieved 2020/10/30.
• 2、 -. "COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME". Paragraph 0258-0261; 0266-0269. . Retrieved 2021/01/29.