2008-04-0

Basic information

• Product Name: 2-Trifluoromethylbenzoxazole
• Synonyms: 2-(TRIFLUOROMETHYL)BENZO[D]OXAZOLE;2-Trifluoromethylbenzoxazole
• CAS NO: 2008-04-0
• Molecular Formula: C8H4F3NO
• Molecular Weight: 187.12
• Mol File: 2008-04-0.mol

Chemical Properties

• Boiling Point: 148 °C
• Flash Point: 43 °C
• Appearance: /
• Density: 1.406
• Vapor Pressure: 5.55mmHg at 25°C
• Refractive Index: 1.4579
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.05±0.10(Predicted)
• CAS DataBase Reference: 2-Trifluoromethylbenzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Trifluoromethylbenzoxazole(2008-04-0)
• EPA Substance Registry System: 2-Trifluoromethylbenzoxazole(2008-04-0)

Safety Data

• Hazardous Substances Data: 2008-04-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry Research:
2-Trifluoromethylbenzoxazole is used as a reagent for the synthesis of various organic compounds. Its trifluoromethyl group and benzoxazole structure provide unique reactivity and properties that are valuable in the development of new chemical entities.
Used in Pharmaceutical Industry:
2-Trifluoromethylbenzoxazole is used as a building block for the design and synthesis of pharmaceutical compounds. Its presence in a molecule can impart specific biological activities, making it a useful component in the creation of potential drug candidates.
Used in Material Science:
2-Trifluoromethylbenzoxazole is used as a component in the development of advanced materials, such as polymers and coatings. Its chemical structure can contribute to the overall properties of these materials, including their stability, durability, and performance characteristics.
Used in Agrochemical Industry:
2-Trifluoromethylbenzoxazole is used as a precursor in the synthesis of agrochemicals, such as pesticides and herbicides. Its unique chemical properties can lead to the development of more effective and environmentally friendly products for agricultural applications.

InChI:InChI=1/C8H4F3NO/c9-8(10,11)7-12-5-3-1-2-4-6(5)13-7/h1-4H

Upstream product

• 815-07-6 2,2,2-trifluoroacetimidic acid methyl ester 
• 51-19-4 2-aminophenol hydrochloride 
• 95-55-6 2-amino-phenol 
• 76-05-1 trifluoroacetic acid 
• 273-53-0 benzoxazole 
• 68005-30-1 2-bromo-1,3-benzoxazole 
• 102675-92-3 2-iodo-1,3-benzoxazole 
• 147531-11-1 trifluoromethanesulfonic acid diphenyl(trifluoromethyl)sulfonium salt 

Relevant articles and documents

A method for synthesizing three fluoromethylation aromatic hydrocarbon

The invention provides a synthetic method for a trifluoromethyl methylation arene. The trifluoromethyl methylation arene is prepared by reacting a halogenated arene, copper powder, elemental iodine and trifluoroacetic anhydride in an organic solvent under an inert atmosphere protection state. The method has the advantages of being simple and efficient, cheap in raw materials, low in synthetic cost, high in universality and repeatability, and the like, and can be popularized and applied to the fields of the synthesis of trifluoromethyl methylation aromatic derivatives.

Copper-mediated perfluoroalkylation of heteroaryl bromides with (phen)CuRF

The attachment of perfluoroalkyl groups onto organic compounds has been a major synthetic goal over the past several decades. Previously, our group reported phenanthroline-ligated perfluoroalkyl copper reagents, (phen)CuR F, which react with aryl iodides and aryl boronates to form the corresponding benzotrifluorides. Herein the perfluoroalkylation of a series of heteroaryl bromides with (phen)CuCF3 and (phen)CuCF 2CF3 is reported. The mild reaction conditions allow the process to tolerate many common functional groups. Perfluoroethylation with (phen)CuCF2CF3 occurs in somewhat higher yields than trifluoromethylation with (phen)CuCF3, creating a method to generate fluoroalkyl heteroarenes that are less accessible from trifluoroacetic acid derivatives.

Copper-mediated trifluoromethylation of heteroaromatic compounds by trifluoromethyl sulfonium salts

Copper is king! A convenient method for the synthesis of trifluoromethylated heteroaromatic compounds under mild conditions has been developed based on the observation that 1 can be reduced by certain metals (see scheme). Substrate 1 is assumed to be reduced by copper via a single-electron transfer mechanism, and CuCF3 is the most probable intermediate in this reaction. DMF=N,N-dimethylformamide, Tf=triflate.

One-pot synthesis of 2-trifluoromethyl and 2-difluoromethyl substituted benzo-1,3-diazoles

2-Trifluoromethyl and 2-difluoromethyl substituted benzimidazole, benzoxazole and benzothiazole derivatives were efficiently prepared through a one-pot reaction of trifluoroacetic acid and difluoroacetic acid, respectively, with commercially available o-p