3-Phenyl-5-(trifluoromethyl)-1,2,4-oxadiazole

Base Information

• Chemical Name: 3-Phenyl-5-(trifluoromethyl)-1,2,4-oxadiazole
• CAS No.: 1736-55-6
• Molecular Formula: C9H5F3N2O
• Molecular Weight: 214.147
• DSSTox Substance ID: DTXSID30466892
• Nikkaji Number: J1.492.502C
• Wikidata: Q82293549
• Mol file: 1736-55-6.mol

Synonyms:3-phenyl-5-(trifluoromethyl)-1,2,4-oxadiazole;1736-55-6;3-phenyl-5-trifluoromethyl-1,2,4-oxadiazole;1,2,4-Oxadiazole, 3-phenyl-5-(trifluoromethyl)-;SCHEMBL10552640;FOZQKOVYLWVKJZ-UHFFFAOYSA-;DTXSID30466892;FOZQKOVYLWVKJZ-UHFFFAOYSA-N;InChI=1/C9H5F3N2O/c10-9(11,12)8-13-7(14-15-8)6-4-2-1-3-5-6/h1-5H

Chemical Property of 3-Phenyl-5-(trifluoromethyl)-1,2,4-oxadiazole

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 214.03539727
• Heavy Atom Count: 15
• Complexity: 216

Purity/Quality:

95% ^*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=NOC(=N2)C(F)(F)F

Technology Process of 3-Phenyl-5-(trifluoromethyl)-1,2,4-oxadiazole

There total 6 articles about 3-Phenyl-5-(trifluoromethyl)-1,2,4-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: 80.0%

(E)-N'-hydroxybenzimidamide (613-92-3) + trifluoroacetic anhydride (407-25-0) → 3-phenyl-5-trifluoromethyl-1,2,4-oxadiazole (1736-55-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃;

DOI:10.1016/S0040-4039(00)02288-7

Reference yield: 49.0%

trifluoroacetic anhydride (407-25-0) + N'-(vinyloxy)benzenecarboximidamide → 3-phenyl-5-trifluoromethyl-1,2,4-oxadiazole (1736-55-6)

Guidance literature:

With pyridine; In diethyl ether; at 20 ℃; for 1.5h;

DOI:10.1055/s-2001-18721

Reference yield:

(Z)-Benzamid-oxim*HCl (19655-67-5,99277-23-3) → 3-phenyl-5-trifluoromethyl-1,2,4-oxadiazole (1736-55-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / KOH / dimethylsulfoxide / 0.5 h / 72 °C / 12160 Torr

2: 49 percent / pyridine / diethyl ether / 1.5 h / 20 °C

With pyridine; potassium hydroxide; In diethyl ether; dimethyl sulfoxide;

DOI:10.1055/s-2001-18721

upstream raw materials:

C₁₄H₈F₁₃N₃O

trifluoroacetic anhydride

(E)-N'-hydroxybenzimidamide

(Z)-Benzamid-oxim*HCl

Downstream raw materials:

5-Phenyl-3-(trifluoromethyl)-1,2,4-oxadiazole

5-(trifluoromethyl)-3-phenyl-1,2,4-triazole