143925-49-9

Basic information

• Product Name: Benzoxazole, 2-phenyl-5-(trifluoromethyl)-
• CAS NO: 143925-49-9
• Molecular Formula: C14H8F3NO
• Molecular Weight: 263.219
• Mol File: 143925-49-9.mol
• Article Data: 16

Chemical Properties

• Melting Point: 86-87 °C
• Boiling Point: 306.5±37.0 °C(Predicted)
• Density: 1.326±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzoxazole, 2-phenyl-5-(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoxazole, 2-phenyl-5-(trifluoromethyl)-(143925-49-9)
• EPA Substance Registry System: Benzoxazole, 2-phenyl-5-(trifluoromethyl)-(143925-49-9)

Safety Data

• Hazardous Substances Data: 143925-49-9(Hazardous Substances Data)

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 454-81-9 2-amino-4-(trifluoromethyl)phenol 
• 454-78-4 3-bromo-4-chlorobenzotrifluoride 
• 55-21-0 benzamide 
• 51942-54-2 3-phenyl-4,4-dimethyl-5-oxo-2-isoxazoline 
• 402-45-9 4-hydroxybenzotrifluoride 
• 64407-08-5 methyl 2,2-dimethyl-3-oxo-3-phenylpropanoate 
• 1267217-46-8 5-(trifluoromethyl)benzo[d]oxazole 
• 66003-78-9 triphenylsulfonium trifluoromethanesulfonate 
• 13451-80-4 5-trifluoromethyl-3H-benzooxazole-2-thione 
• 603-33-8 triphenylbismuthane 
• 454-79-5 2-Bromo-5-trifluoromethylaniline 
• 98-88-4 benzoyl chloride 
• 93-98-1 N-phenyl benzoyl amide 

Relevant articles and documents

2-Arylbenzoxazole Formation through o-Fluoro Displacement Reactions

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Delivering 2-Aryl Benzoxazoles through Metal-Free and Redox-Neutral De-CF3Process

An unexpected cleavage of the Csp3-CF3 bond of CF3-hydrobenzoxazoles has been disclosed, affording a range of 2-aryl benzoxazoles under metal-free and redox-neutral conditions. This transformation has demonstrated broad substrate scope and good compatibility of functional groups. 2-Aryl benzothiazole and 2-aryl benzoimidazole could be smoothly assembled in the same manner. On the basis of preliminary mechanistic studies, base initiated and aromatization driven β-carbon elimination was considered to be the key step for the formation of 2. This reaction offers an alternative, facile, and sustainable route to access important 2-aryl benzoxazole motifs.

Liebeskind-Srogl-type cross-coupling reaction of azole-2-thiones with triarylbismuthines: Synthesis of 2-arylazoles

Liebeskind-Srogl-type C(HetAr)–C(Ar) bond formation using trivalent organobismuth compounds as a new class of arylating reagents is described. The reaction of benzazole-2-thiones with triarylbismuthines in the presence of 10 mol% Pd(dba)2 and 2.0 equiv. Cu(OAc)2 at 80 °C affords 2-arylbenzothiazoles, benzoxazoles, and N-methyl benzimidazole in moderate-to-high yield. The reaction is sensitive to the electronic nature of triarylbismuthines: compounds bearing an electron-withdrawing group on the phenyl ring showed higher reactivity than those having an electron-donating group.