1868-48-0

Basic information

• Product Name: 2,5-BIS(TRIFLUOROMETHYL)-1,3,4-OXADIAZOLE
• Synonyms: 2,5-BIS(TRIFLUOROMETHYL)-1,3,4-OXADIAZOLE;2,5-Bis(trifluoromethyl)-1,3,4-oxadiazole 97%;2,5-Bis(trifluoromethyl)-1,3,4-oxadiazole97%;2,5-di(trifluoromethyl)-1,3,4-oxadiazole;2,5-bis(trifluoroMethyl)-1,3,4-oxidazole
• CAS NO: 1868-48-0
• Molecular Formula: C₄F₆N₂O
• Molecular Weight: 206.05
• Product Categories: pharmacetical
• Mol File: 1868-48-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 65°C
• Appearance: /
• Density: 1.639g/cm³
• Vapor Pressure: 260mmHg at 25°C
• Refractive Index: 1.316
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• PKA: -10.97±0.44(Predicted)
• CAS DataBase Reference: 2,5-BIS(TRIFLUOROMETHYL)-1,3,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-BIS(TRIFLUOROMETHYL)-1,3,4-OXADIAZOLE(1868-48-0)
• EPA Substance Registry System: 2,5-BIS(TRIFLUOROMETHYL)-1,3,4-OXADIAZOLE(1868-48-0)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36
• RIDADR: 1993
• Hazardous Substances Data: 1868-48-0(Hazardous Substances Data)

Usage

General Description

2,5-Bis(trifluoromethyl)-1,3,4-oxadiazole is a chemical compound with the molecular formula C4H2F6N2O. It is a highly fluorinated oxadiazole derivative that is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and materials science. The compound is known for its strong electron-withdrawing properties due to the presence of multiple trifluoromethyl groups, which makes it a valuable component in the development of new drug candidates and functional materials. Additionally, 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole has been studied for its potential application in organic electronic devices and as a building block for the construction of novel molecular architectures. Overall, this compound has versatile applications in the field of chemical and materials science, making it a valuable and important chemical entity.

InChI:InChI=1/C4F6N2O/c5-3(6,7)1-11-12-2(13-1)4(8,9)10

Upstream product

• 407-25-0 trifluoroacetic anhydride 
• 155184-23-9 (Z,Z)-2,5-diiodo-1,1,1,6,6,6-hexafluoro-3,4-diazahexa-2,4-diene 
• 667-35-6 1,2-bis(trifluoroacetyl)hydrazine 
• 76-05-1 trifluoroacetic acid 
• 354-32-5 trifluoracetyl chloride 
• 2925-21-5 5-(trifluoromethyl)tetrazole 

Downstream Products

• 354-38-1 2,2,2-trifluoroacetamide 
• 100696-00-2 2-(trifluoromethyl)-4,5-dimethylpyridine 
• 185854-01-7 4-(3-Benzyloxy-propyl)-3,5-bis-trifluoromethyl-4H-[1,2,4]triazole 
• 121608-03-5 3,5-bis(trifluoromethyl)-4-(2'-trifluoromethylphenyl)-4H-1,2,4-triazole 
• 121608-09-1 3,5-bis(trifluoromethyl)-4-(2',4',5'-trichlorophenyl)-4H-1,2,4-triazole 
• 121608-04-6 3,5-bis(trifluoromethyl)-4-(4'-fluorophenyl)-4H-1,2,4-triazole 
• 121608-13-7 4,4'-(1,4-phenylene)bis<3,5-bis(trifluoromethyl)>-4H-1,2,4-triazole 
• 121608-00-2 3,5-bis(trifluoromethyl)-4-(2'-methylphenyl)-4H-1,2,4-triazole 
• 121608-12-6 3,5-bis(trifluoromethyl)-4-<3',5'-bis(trifluoromethyl)phenyl>-4H-1,2,4-triazole 
• 121608-08-0 3,5-bis(trifluoromethyl)-4-(3',4'-dichlorophenyl)-4H-1,2,4-triazole 
• 121608-10-4 3,5-bis(trifluoromethyl)-4-(2',6'-dimethylphenyl)-4H-1,2,4-triazole 
• 121607-99-6 3,5-bis(trifluoromethyl)-4-(3'-methylphenyl)-4H-1,2,4-triazole 
• 88579-71-9 3,5-bis(trifluoromethyl)-4-phenyl-4H-1,2,4-triazole 
• 121608-01-3 3,5-bis(trifluoromethyl)-4-(4'-trifluoromethylphenyl)-4H-1,2,4-triazole 

Relevant articles and documents

-

-

-

-

Synthesis of a series of trifluoromethylazoles and determination of pKa of acidic and basic trifluoromethyl heterocycles by 19F NMR spectroscopy

Trifluoroacetylation at the 5-position of 3,4-dihydro-2H-pyran and the 3-position of 4,5-dihydrofuran, followed by treatment with hydrazine, gave 3-(3-trifluoromethyl-1H-pyrazol-4-yl)propanol and 2-(3-trifluoromethyl-1H-pyrazol-4-yl)ethanol, respectively.In the latter case, an intermediate dimer was isolated.Isomeric 2-(3-trifluoromethyl-1H-pyrazol-5-yl)ethanol was formed by reaction of hydrazine with 6-benzyloxy-1,1,1-trifluorohex-3-yn-2-one and deprotection.Reaction of 3-benzyloxypropylamine with 2,5-bis(trifluoromethyl)-1,3,4-oxadiazole, followed by deprotection, afforded 3-propanol.A series of 2-trifluoromethyl-1H-benzimidazoles and 2-trifluoromethyl-3H-imidazopyridines were prepared by condensation of the appropriate ortho-arenediamine with trifluoroacetic acid.Analysis of the 19F NMR spectra of the trifluoromethylazoles and of 3-trifluoromethylpyridine in aqueous solution at different pHs enabled determination of pKa values.All the compounds evaluated had one or more pKa between 1 and 13, except the triazole.Several compounds were identified as having potential use in measuring pH in biological media by 19F NMR spectroscopy.

Perfluoro-1,3,4-oxadiazoles

Some new polyfluorinated 1,3,4-oxadiazoles have been obtained via a two-step method.The cycloadditions of the 1,3,4-oxadiazoles have been studied and an analysis of the energies of the frontier orbitals calculated by the MNDO method indicates a LUMO-dependent pathway for cycloaddition.