33468-67-6

Basic information

• Product Name: 2-Methyl-4-trifluoromethylimidazole
• Synonyms: 2-methyl-4-(trifluoromethyl)-1H-imidazole;2-METHYL-4-TRIFLUOROMETHYLIMIDAZOLE;2-Methyl-4-(trifluoroMethyl)-2H-iMidazole;2-Methyl-5-(trifluoromethyl)-1H-imidazole
• CAS NO: 33468-67-6
• Molecular Formula: C₅H₅F₃N₂
• Molecular Weight: 150.1
• Product Categories: Heterocycle
• Mol File: 33468-67-6.mol
• Article Data: 11

Chemical Properties

• Melting Point: 179-180 °C
• Boiling Point: 249 °C
• Flash Point: 105 °C
• Appearance: /
• Density: 1.355
• Vapor Pressure: 0.0362mmHg at 25°C
• Refractive Index: 1.429
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.84±0.10(Predicted)
• CAS DataBase Reference: 2-Methyl-4-trifluoromethylimidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-4-trifluoromethylimidazole(33468-67-6)
• EPA Substance Registry System: 2-Methyl-4-trifluoromethylimidazole(33468-67-6)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• RIDADR: UN 2811 6.1 / PGIII
• HazardClass: IRRITANT
• Hazardous Substances Data: 33468-67-6(Hazardous Substances Data)

Usage

Description

2-Methyl-4-trifluoromethylimidazole is a versatile chemical compound with a molecular formula of C5H5F3N2 and a molecular weight of 150.1 g/mol. It is a colorless liquid known for its strong basic properties, making it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and dyes.

Uses

Used in Pharmaceutical Industry:
2-Methyl-4-trifluoromethylimidazole is used as a catalyst in organic synthesis reactions for its strong basic properties, facilitating the production of various pharmaceuticals.
Used in Agrochemical Industry:
2-Methyl-4-trifluoromethylimidazole is used as a building block in the synthesis of agrochemicals, contributing to the development of effective and efficient products for agricultural applications.
Used in Dye Industry:
2-Methyl-4-trifluoromethylimidazole is used as a key intermediate in the production of dyes, enhancing the color properties and performance of the final products.

InChI:InChI=1/C5H5F3N2/c1-3-9-2-4(10-3)5(6,7)8/h2H,1H3,(H,9,10)

Upstream product

• 693-98-1 2-methylimidazole 
• 2314-97-8 iodotrifluoromethane 
• 75-07-0 acetaldehyde 
• 431-67-4 1,1-dibromo-3,3,3-trifluoroacetone 
• 1184-76-5 difluorodiiodomethane 
• 2926-29-6 Langlois reagent 
• 91944-47-7 3,3,3-Trifluoropyruvaldehyde 

Downstream Products

• 112108-86-8 2-methyl-1H-imidazole-4-carbonitrile 
• 1613395-28-0 1-[1-(4-chlorophenyl)-5-isopropylpyrazol-4-yl]-3-[2-methyl-4-(trifluoromethyl)imidazol-1-yl]pyrrolidin-2-one trifluoroacetate 
• 1415640-59-3 (2,6-difluorophenyl)-N-{5-[2-methyl-4-(trifluoromethyl)imidazolyl](2-pyridyl)}carboxamide 
• 1415640-60-6 N-(2,6-difluorobenzyl)-5-(2-methyl-4-(trifluoromethyl)-1H-imidazol-1-yl)pyridin-2-amine 
• 1616384-56-5 (2S)-N-[1-(4-chlorophenyl)-5-cyclobutyl-pyrazol-4-yl]-2-[2-methyl-4-(trifluoromethyl)imidazol-1-yl]propanamide 
• 1616461-18-7 (S)-N-(1-(4-chlorophenyl)-5-isopropyl-1H-pyrazol-4-yl)-2-(2-methyl-4-(trifluoromethyl)-1H-imidazol-1-yl)propanamide 
• 1616384-75-8 C₁₆H₁₈F₃N₃O₂ 

Relevant articles and documents

CATALYST-FREE AND REDOX-NEUTRAL INNATE TRIFLUOROMETHYLATION AND ALKYLATION OF (HETERO)AROMATICS ENABLED BY LIGHT

The present disclosure relates to reagents and method for performing trifluoromethylation, difluoromethylation or alkylation of aromatic or heteroaromatic rings in a redox-neutral manner without any catalyst which are enabled by light. In addition, there are methods for synthesizing the starting reagents used in the trifluoromethylation, difluoromethylation or alkylation reactions.

Simple and Clean Photoinduced Aromatic Trifluoromethylation Reaction

We describe a simple, metal-and oxidant-free photochemical strategy for the direct trifluoromethylation of unactivated arenes and heteroarenes under either ultraviolet or visible light irradiation. We demonstrated that photoexcited aliphatic ketones, such as acetone and diacetyl, can be used as promising low-cost radical initiators to generate CF3 radicals from sodium triflinate efficiently. The broad utility of this strategy and its benefit to medicinal chemistry are demonstrated by the direct trifluoromethylation of unprotected bidentate chelating ligand, xanthine alkaloids, nucleosides, and related antiviral drug molecules.

HETEROCYCLIC MODULATORS OF LIPID SYNTHESIS

Heterocyclic modulators of lipid synthesis are provided as well as pharmaceutically acceptable salts thereof; pharmaceutical compositions comprising such compounds; and methods of treating conditions characterized by disregulation of a fatty acid synthase pathway by the administration of such compounds.