153085-15-5

Basic information

• Product Name: 1-Methyl-5-(trifluoroMethyl)pyrazole
• Synonyms: 1-Methyl-5-(trifluoroMethyl)pyrazole
• CAS NO: 153085-15-5
• Molecular Formula: C5H5F3N2
• Molecular Weight: 150
• Mol File: 153085-15-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 137.7±35.0℃ (760 Torr)
• Flash Point: 37.1±25.9℃
• Appearance: /
• Density: 1.32±0.1 g/cm3 (20 ºC 760 Torr)
• CAS DataBase Reference: 1-Methyl-5-(trifluoroMethyl)pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-5-(trifluoroMethyl)pyrazole(153085-15-5)
• EPA Substance Registry System: 1-Methyl-5-(trifluoroMethyl)pyrazole(153085-15-5)

Safety Data

• Hazardous Substances Data: 153085-15-5(Hazardous Substances Data)

Usage

General Description

1-Methyl-5-(trifluoroMethyl)pyrazole is a chemical compound with the molecular formula C6H6F3N3. It is a heterocyclic compound that contains a pyrazole ring with a methyl group and a trifluoromethyl group attached to it. 1-Methyl-5-(trifluoroMethyl)pyrazole is commonly used in the pharmaceutical industry as a building block for the synthesis of various organic compounds. It is also used as a research tool in the development of new drugs and agrochemicals. Additionally, 1-Methyl-5-(trifluoroMethyl)pyrazole has potential applications in the field of materials science and as a reagent in organic synthesis. Overall, this compound has versatile properties and plays a significant role in various industries.

Upstream product

• 59938-06-6 (E)-4-Ethoxy-1,1,1-trifluoro-3-buten-2-one 
• 60-34-4 methylhydrazine 
• 59938-06-6 4-ethoxy-1,1,1-trifluoro-3-butene-2-one 
• 847818-74-0 1-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole 
• 272442-83-8 4,5-dihydro-5-hydroxy-1-methyl-5-(trifluoromethyl)pyrazole 

Downstream Products

• 481065-92-3 1-methyl-5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid 
• 119083-00-0 1-methyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid 
• 497832-98-1 4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazole 
• 497833-03-1 4-bromo-1-methyl-5-(trifluoromethyl)-1H-pyrazole-3-carboxylic acid 
• 497833-04-2 1-methyl-5-trifluoromethyl-4-pyrazolecarbaldehyde 

Relevant articles and documents

Condensation of methylhydrazine with 4-ethoxy-1,1,1-trifluoro-3-buten-2-one. A reinvestigation

In contrast to previous reports, 4-ethoxy-1,1,1-trifluoro-3-buten-2-one (1) was observed to react with methylhydrazine (2) in refluxing ethanol to yield 1-methyl-3-(trifluoromethyl)pyrazole (6) and 4,5-dihydro-1-methyl-5-(trifluoromethyl)pyrazol-5-ol (4). The later compound undergoes acid catalyzed dehydration to 1-methyl-5-(trifluoromethyl)pyrazole (3).

Practical synthetic method for functionalized 1-methyl-3/5-(trifluoromethyl)-1H-pyrazoles

A new, high-yielding, and practical method for synthesis of 1-methyl-3-(trifluoromethyl)-1H-pyrazole and 1-methyl- 5-(trifluoromethyl)-1H-pyrazole, key intermediates for important building blocks relevant to medicinal and agrochemistry, is developed. A one-step procedure for synthesis of the regioisomeric mixture of target pyrazoles was proposed starting from 4-ethoxy- 1,1,1-trifluoro-3-buten-2-one. The procedure for separation of this mixture was elaborated on the basis of the boiling point vs pressure diagram analysis. The efficient synthetic strategies for regioisomeric building blocks bearing CF3 groups at the 3rd and 5th positions were demonstrated. A set of 1-methyl-3-(trifluoromethyl)-1H-pyrazoles containing such a functional group as aldehyde, acid, boron pinacolate, lithium sulfinate, and sulfonyl chloride was synthesized based on lithiation of 1-methyl-3-(trifluoromethyl)- 1H-pyrazole in a flow reactor. Bromination of both 1-methyl-3-(trifluoromethyl)-1H-pyrazole and 1-methyl-5-(trifluoromethyl)-1Hpyrazole by NBS in mild conditions was performed. The introduction of the functional group at the 4th position of 1-methyl-5- (trifluoromethyl)-1H-pyrazole was illustrated by the optimized synthesis of the corresponding aldehyde and acid based on the Br-Li exchange in an appropriate bromide. Alternatively, the introduction of the functional group (acid and boron pinacolate) at the 5th position of 1-methyl-5-(trifluoromethyl)-1H-pyrazole was performed based on the direct ortho-metalation (DoM) reaction of 4- bromo-1-methyl-5-(trifluoromethyl)pyrazole followed by catalytic reductive debromination.

IONIC LIQUIDS, METHOD FOR MANUFACTURING THEREOF, AND ELECTROCHEMICAL DEVICES COMPRISING THE SAME

The present invention concerns ionic liquids comprising at least one pyrazolium cation which are substituted by at least one fluorine atom and at least one anion obtainable from 4-ethoxy- 1,1,1 -trifluoro-3-butene-2-one (ETFBO). The ionic liquids accordin