273405-42-8

Basic information

• Product Name: 1-BROMODIFLUORMETHYL-2-METHYLBENZIMIDAZOLE
• Synonyms: 1-BROMODIFLUORMETHYL-2-METHYLBENZIMIDAZOLE;1H-Benzimidazole, 1-(bromodifluoromethyl)-2-methyl-;1-(Bromo-difluoro-methyl)-2-methyl-1H-benzoimidazole
• CAS NO: 273405-42-8
• Molecular Formula: C₉H₇BrF₂N₂
• Molecular Weight: 261.068
• Mol File: 273405-42-8.mol

Chemical Properties

• Boiling Point: 280.174°C at 760 mmHg
• Flash Point: 123.245°C
• Appearance: /
• Density: 1.644g/cm³
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.59
• CAS DataBase Reference: 1-BROMODIFLUORMETHYL-2-METHYLBENZIMIDAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMODIFLUORMETHYL-2-METHYLBENZIMIDAZOLE(273405-42-8)
• EPA Substance Registry System: 1-BROMODIFLUORMETHYL-2-METHYLBENZIMIDAZOLE(273405-42-8)

Safety Data

• Hazardous Substances Data: 273405-42-8(Hazardous Substances Data)

Usage

Chemical structure

Contains a benzimidazole ring with a difluoromethyl and methyl group attached to it.

Application

Intermediate in the synthesis of pharmaceutical compounds and agrochemicals.

Usage

Building block in the production of various drugs and agricultural products.

Role in research

Utilized as a reagent and intermediate in research and development activities.

Potential applications

Acts as a substrate for various organic reactions and synthesis processes due to its unique chemical structure.

Hazardous nature

Proper handling and storage are necessary due to its hazardous and toxic nature.

InChI:InChI=1/C9H7BrF2N2/c1-6-13-7-4-2-3-5-8(7)14(6)9(10,11)12/h2-5H,1H3

Upstream product

• 615-15-6 2-Methyl-1H-benzimidazole 
• 75-61-6 dibromodifluoromethane 

Downstream Products

• 273405-47-3 2-Methylbenzimidazol-1-yl-2,2-difluoro-1-phenylethanol 
• 341529-09-7 2-Methylbenzimidazole-1-yldifluoromethyltrimethylsilane 
• 84941-16-2 1-(difluoromethyl)-2-methyl-1H-benzo[d]imidazole 
• 328406-17-3 2-Methyl-1-trifluoromethylbenzimidazole 

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.

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.

N-Trihalomethyl derivatives of benzimidazole, benzotriazole and indazole

1-Chlorodifluoromethyl- and 1-trifluoromethyl-substituted 2-methylbenzimidazoles and benzotriazoles were obtained by chlorination of the corresponding methyl 1-azoledithiocarboxylates and subsequent fluorination of the resulting 1-trichloromethyl derivatives. The condensation of N-sodium salts of 2-alkylbenzimidazoles and indazole with CF2Br2 was shown to afford the corresponding 1-bromodifluoromethylated compounds.