273405-47-3

Basic information

• Product Name: 2-METHYL-BENZIMIDAZOL-1-YL-2,2-DIFLUORO-1-PHENYLETHANOLE
• Synonyms: 2-METHYL-BENZIMIDAZOL-1-YL-2,2-DIFLUORO-1-PHENYLETHANOLE
• CAS NO: 273405-47-3
• Molecular Formula: C16H14F2N2O
• Molecular Weight: 288.296
• Mol File: 273405-47-3.mol

Chemical Properties

• Boiling Point: 467°C at 760 mmHg
• Flash Point: 236.2°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 1.6E-09mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: 2-METHYL-BENZIMIDAZOL-1-YL-2,2-DIFLUORO-1-PHENYLETHANOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-BENZIMIDAZOL-1-YL-2,2-DIFLUORO-1-PHENYLETHANOLE(273405-47-3)
• EPA Substance Registry System: 2-METHYL-BENZIMIDAZOL-1-YL-2,2-DIFLUORO-1-PHENYLETHANOLE(273405-47-3)

Safety Data

• Hazardous Substances Data: 273405-47-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H14F2N2O/c1-11-19-13-9-5-6-10-14(13)20(11)16(17,18)15(21)12-7-3-2-4-8-12/h2-10,15,21H,1H3

Upstream product

• 341529-09-7 2-Methylbenzimidazole-1-yldifluoromethyltrimethylsilane 
• 273405-42-8 1-Bromodifluoromethyl-2-methylbenzimidazole 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Heteroaryl-N-difluoromethyltrimethylsilanes - Versatile sources of heteroaryl-N-difluoromethyl anions in reactions with carbonyl compounds

An efficient procedure for synthesizing heteroaryl-N-difluoromethyltrimethylsilanes - new nucleophilic difluoromethylene synthons - from easily available N-bromodifluoromethylated heterocycles, chlorotrimethylsilane and aluminium powder in triglyme or N-methylpyrrolidinone on a preparative scale in 71-75% isolated yield is described. Heteroaryl-N-difluoromethyltrimethylsilanes and benzaldehyde react under fluoride ion catalysis to give 1-(1,1-difluor-2-hydroxy-2-phenyl-ethyl)heteroaryls, whereas for anionic heteroaryl-N-difluoromethylation of cyclohexanone a stoichiometrical mixture of heteroaryl-N-difluoromethyltrimethylsilanes and tetramethylammonium fluoride has to be used.

Generation of heteroarylium-N-difluoromethylides and heteroaryl-N-difluoromethyl anions and their reactions with electrophiles: Heteroaryl- and heteroarylium-N-difluoromethyl trimethylsilanes and a new heteroaryl-N-trifluoromethane

Reductive debromination of N-bromodifluoromethyl-4-dimethylaminopyridinium bromide, 1-bromodifluoromethyl-imidazole, 1-methyl-3-bromodifluoromethyl-imidazolium bromide and 1-bromodifluoromethyl-2-methyl-benzimidazole using tetrakis(dimethylamino)ethylene (TDAE) or tris(diethylamido)phosphite leads to new fluorinated carbanionic species, namely heteroarylium-N-difluoromethylides and heteroaryl-N-difluoromethyl anions. In the presence of electrophiles such as benzaldehyde, chlorodiphenylphosphine and chlorotrimethylsilane, the corresponding heteroarylium- and heteroaryl-N-difluoromethylated derivatives, imidazole-N-difluoromethyl-phosphines and -silanes, 2-methyl-benzimidazole-N-difluoromethyltrimethyl-carbinols-phosphines and -silanes were obtained. Similar 4-dimethylaminopyridinium derivatives were synthesized.

2-Alkyl-1-(2-aryl-1,1-difluoro-2-hydroxyethyl)benzimidazoles: Potential angiotensin II receptor antagonists

2-Alkyl-1-(bromodifluoromethyl)benzimidazoles were synthesized and condensed with aromatic aldehydes to give 2-alkyl-1-(2-aryl-1,1-difluoro-2- hydroxyethyl)-benzimidazoles. A potential nonpeptide antagonist of the angiotensin II receptor with the -CF2CH(OH)-bridge between the heterocyclic nitrogen atom and the biphenyl moiety was synthesized. (C) 2000 Elsevier Science Ltd.