52222-73-8

Basic information

• Product Name: 4-(trifluoromethyl)-1H-pyrazole
• Synonyms: 4-(trifluoromethyl)-1H-pyrazole;4-(TRIFLUOROMETHYL)-1H-PYRAZOL;1H-Pyrazole, 4-(trifluoroMethyl)-
• CAS NO: 52222-73-8
• Molecular Formula: C₄H₃F₃N₂
• Molecular Weight: 136.0752296
• Mol File: 52222-73-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 76-78°
• Boiling Point: 177.7±35.0 °C(Predicted)
• Appearance: /
• Density: 1.440±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.14±0.50(Predicted)
• CAS DataBase Reference: 4-(trifluoromethyl)-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(trifluoromethyl)-1H-pyrazole(52222-73-8)
• EPA Substance Registry System: 4-(trifluoromethyl)-1H-pyrazole(52222-73-8)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 52222-73-8(Hazardous Substances Data)

Usage

Uses

It is used as pharmaceutical intermediates. The palladium-catalyzed cross-coupling reactions of 5-tributylstannyl-4-fluoro-1H-pyrazole with aryl iodides provided high yields of the corresponding 5-aryl-4-fluoro-1H-pyrazoles.

Upstream product

• 460-40-2 3,3,3-trifluoropropanal 
• 3724-43-4 Vilsmeier reagent 
• 176214-18-9 N-[3-(dimethylamino)-2-(trifluoromethyl)-2-propenylidene]-N-dimethylammonium chloride 

Relevant articles and documents

SUBSTITUTED PYRAZOLE COMPOUNDS AS TOLL RECEPTOR INHIBITORS

Disclosed are compounds of Formula (I) N-oxides, or salts thereof, wherein G, A, R1, and R5 are defined herein. Also disclosed are methods of using such compounds as inhibitors of signaling through Toll-like receptor 7, or 8, or 9, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating inflammatory and autoimmune diseases.

Process for preparing haloalkyl(thio)vinimidinium salts and 4-(haloalkyl(thio))pyrazoles and their conversion to crop protection compositions

A process for preparing compounds of the formula (IX) by a) reaction of haloalkyl(thio)acetic acids of the formula (II) with formamides of the formula (III) to give vinimidinium salts of the formula (I), b) reaction of vinimidinium salts of the formula (I) with hydrazines of the formula (V) to give pyrazoles of the formula (IV) c) base-catalyzed reaction of compounds of the formula (VI) with pyrazoles of the formula (IV) to give compounds of the formula (VII) and d) base-catalyzed reaction of compounds of the formula (VII) with compounds of the formula (VIII), in which R1 to R5 are various radicals such as alkyl, X are substituted aromatic radicals such as phenyl, and Z is CH or N.

Preparation of novel β-trifluoromethyl vinamidinium salt and its synthetic application to trifluoromethylated heterocycles

β-Trifluoromethylated vinamidinium salt (1) was prepared in high yield by the reaction between 3,3,3-trifluoropropanoic acid and phosphorus oxychloride in N,N,-dimethylformamide at 70°C for 1h. This salt 1 reacted readily with bifunctional nitrogen nucleophiles, such as amidine and hydrazine derivatives, in acetonitrile or dimethyl sulfoxide to furnish the corresponding trifluoromethylated azaheterocycles in good yields.