33468-69-8

Basic information

• Product Name: 4-(Trifluoromethyl)-1H-imidazole
• Synonyms: 4(5)-(Trifluoromethyl)imidazole;4-TrifluoroMethyliMidazole;1H-Imidazole, 5-(trifluoromethyl)-;4-(TRIFLUOROMETHYL)-1H-IMIDAZOLE;EOS-60687;4-(TRIFLUOROMETHYL)-1H-IMIDAZOLE(I)
• CAS NO: 33468-69-8
• Molecular Formula: C₄H₃F₃N₂
• Molecular Weight: 136.08
• EINECS: 206-381-1
• Product Categories: Heterocycle
• Mol File: 33468-69-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 149-150
• Boiling Point: 224.7 °C at 760 mmHg
• Flash Point: 89.7 °C
• Appearance: /Solid
• Density: 1.44 g/cm³
• Vapor Pressure: 0.134mmHg at 25°C
• Refractive Index: 1.416
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.29±0.10(Predicted)
• CAS DataBase Reference: 4-(Trifluoromethyl)-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Trifluoromethyl)-1H-imidazole(33468-69-8)
• EPA Substance Registry System: 4-(Trifluoromethyl)-1H-imidazole(33468-69-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38-40
• Safety Statements: 26-36/37-24/25
• Hazardous Substances Data: 33468-69-8(Hazardous Substances Data)

Usage

Chemical Properties

Off-white crystalline powder

Uses

4-Trifluoromethyl-1H-imidazole acts as an inhibitor of sweet almond β-glucosidase. It is used as a reagent used in the synthesis of 3-substituted 2-aminopyridines via displacement of 3-fluoro-2-nitropyridine.

InChI:InChI=1/C4H3F3N2/c5-4(6,7)3-1-8-2-9-3/h1-2H,(H,8,9)

Upstream product

• 288-32-4 1H-imidazole 
• 2314-97-8 iodotrifluoromethane 
• 100-97-0 hexamethylenetetramine 
• 431-67-4 1,1-dibromo-3,3,3-trifluoroacetone 
• 50-00-0 formaldehyd 
• 111269-38-6 1,1,1-trifluoro-3-(dimethylhydrazono)-2-propanone 
• 75-63-8 Bromotrifluoromethane 
• 1184-76-5 difluorodiiodomethane 
• 91944-47-7 3,3,3-Trifluoropyruvaldehyde 
• 431-35-6 3-bromo-1,1,1-trifluoroacetone 
• 77287-34-4 formamide 
• 135284-99-0 imidazole tetramethylammonium salt 
• 60-35-5 acetamide 

Downstream Products

• 1215198-23-4 (S)-methyl 3-cyclohexyl-2-(4-(trifluoromethyl)-1H-imidazol-1-yl)propanoate 
• 1613395-20-2 1-[1-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[4-(trifluoromethyl)-imidazol-1-yl]pyrrolidin-2-one trifluoroacetate 
• 1170734-96-9 C₁₂H₉F₃N₂O₂ 
• 1319157-20-4 4-(3,4-dichlorophenyl)-6-[4-(trifluoromethyl)imidazol-1-yl]pyrimidine 
• 1393126-55-0 (+/-)-methyl 4-(3-methyl-1-(4-(4-(trifluoromethyl)-1H-imidazol-1-yl)phenyl)butoxy)benzoate 
• 1393125-91-1 1-(2,6-dimethyl-4-nitrophenyl)-4-(trifluoromethyl)-1H-imidazole 
• 1393125-28-4 1-(2-methyl-4-nitrophenyl)-4-(trifluoromethyl)-1H-imidazole 
• 1323404-02-9 3-{1-OXO-4-[4-(4-TRIFLUOROMETHYL-IMIDAZOL-1-YL METHYL)-BENZYLOXY]-1,3-DIHYDRO-ISOINDOL-2-YL}-PIPERIDINE-2,6-DIONE 
• 1236363-57-7 1-(4-bromobenzyl)-4-trifluoromethyl-1H-imidazole 
• 1215015-20-5 C₁₆H₁₆ClF₃N₂OS 

Relevant articles and documents

Perfluoroalkylation of imidazoles by electrochemically induced srn1 substitution

Indirect electrochemical reduction, by means of aromatic anion radical mediators, of perfluoroalkyl halides in the presence of imidazolate or of substituted imidazolate anions yields the corresponding perfluoroalkylated imidazoles along an SRN1 mechanism.

FLUOROISOQUINOLINE SUBSTITUTED THIAZOLE COMPOUNDS AND METHODS OF USE

The invention relates to thiazole compounds of Formula (I) and compositions thereof useful for treating diseases mediated by protein kinase B (PKB) where the variables have the definitions provided herein. The invention also relates to the therapeutic use of such thiazole compounds and compositions thereof in treating disease states associated with abnormal cell growth, cancer, inflammation, and metabolic disorders.

3-dimethylhydrazono-1,1,1-trifluoro-2-propanone as a useful synthetic equivalent of trifluoropyruvaldehydeapplication to synthesis of fluorine-containing heterocycles

3-Dimethylhydrazono-1,1,1-trifluoro-2-propanone (4) which is easily obtainable from formaldehyde dimethylhydrazone and trifluoroacetic anhydride was found to be an usuful synthetic equivalent of trifluoropyruvaldehyde for the synthesis of fluorine-containing heterocycles. With the use of 4, 4-trifluoromethylimidazoles and 2-trifluoromethylquinoxaline were successfully synthesized.