219986-65-9

Basic information

• Product Name: 3-(4-BROMOPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE
• Synonyms: AKOS BBS-00000210;3-(4-BROMOPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE
• CAS NO: 219986-65-9
• Molecular Formula: C₁₀H₆BrF₃N₂
• Molecular Weight: 291.07
• Mol File: 219986-65-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 163-168°C
• Boiling Point: 383.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.654±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 9.36±0.10(Predicted)
• CAS DataBase Reference: 3-(4-BROMOPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMOPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE(219986-65-9)
• EPA Substance Registry System: 3-(4-BROMOPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE(219986-65-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 219986-65-9(Hazardous Substances Data)

Usage

General Description

3-(4-Bromophenyl)-5-(Trifluoromethyl)-1h-Pyrazole is a chemical compound with the molecular formula C9H6BrF3N2. It is a pyrazole derivative, which is a class of organic compounds with a five-membered ring containing two nitrogen atoms. This particular compound features a bromophenyl group and a trifluoromethyl group attached to the pyrazole ring. It is used in various research and chemical synthesis applications, particularly in the development of pharmaceuticals and agrochemicals. 3-(4-Bromophenyl)-5-(Trifluoromethyl)-1h-Pyrazole may also have potential biological activities due to its structure, making it a subject of interest for medicinal chemistry research. Additionally, it has the potential for use as a building block in the synthesis of other organic compounds.

Upstream product

• 219986-60-4 3-(4-bromo-phenyl)-5-hydroxy-5-trifluoromethyl-4,5-dihydro-pyrazole-1-carbothioic acid amide 
• 383-63-1 ethyl trifluoroacetate, 
• 99-90-1 para-bromoacetophenone 
• 18931-61-8 4,4,4-trifluoro-1-(4-bromophenyl)butane-1,3-dione 
• 766-96-1 4-bromo-1-ethynylbenzene 
• 7803-57-8 hydrazine hydrate 
• 1122-91-4 4-bromo-benzaldehyde 
• 366014-14-4 (E)-4-(4-bromophenyl)-1,1,1-trifluoro-3-buten-2-one 
• 2236129-81-8 trifluoroacetaldehyde N-triftosylhydrazone 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 

Downstream Products

• 929899-45-6 3-(4-bromo-phenyl)-1-ethyl-5-trifluoromethyl-1H-pyrazole 
• 1454290-69-7 ethyl 2-(5-(3'-(methylthio)-[1,1'-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454288-88-0 ethyl 2-(5-(3’-(methylsulfonyl)-[1,1’-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454288-89-1 ethyl 2-(4-bromo-5-(3'-(methylsulfonyl)biphenyl-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454288-90-4 2-(5-(3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid 
• 1454288-91-5 2-(dimethylamino)ethyl 2-(5-(3'-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454288-92-6 2-(dimethylamino)ethyl 2-(4-bromo-5-(3'-(methylsulfonyl)biphenyl-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454288-93-7 (methylthio)methyl 2-(5-(3'-(methylsulfonyl)biphenyl-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454288-94-8 (methylthio)methyl 2-(4-bromo-5-(3'-(methylsulfonyl)biphenyl-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454288-98-2 ethyl 2-(5-(4'-(hydroxymethyl)-3'-(methylsulfonyl)biphenyl-4-yl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 
• 1454290-67-5 ethyl 2-(5-(4-bromophenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetate 

Relevant articles and documents

Regioselective Synthesis of 3-Trifluoromethylpyrazole by Coupling of Aldehydes, Sulfonyl Hydrazides, and 2-Bromo-3,3,3-trifluoropropene

A general and practical strategy for 3-trifluoromethylpyrazole synthesis is reported that occurs by the three-component coupling of environmentally friendly and large-tonnage industrial feedstock 2-bromo-3,3,3-trifluoropropene (BTP), aldehydes, and sulfonyl hydrazides. This highly regioselective three-component reaction is metal-free, catalyst-free, and operationally simple and features mild conditions, a broad substrate scope, high yields, and valuable functional group tolerance. Remarkably, the reactions could be performed on a 100 mmol scale and smoothly afforded the key intermediates for the synthesis of celecoxib, mavacoxib, SC-560, and AS-136A. Preliminary mechanism studies indicated that a 1,3-hydrogen atom transfer process was involved in this transformation.

Synthetic method of novel trifluoromethyl pyrazole compound

The invention belongs to the technical field of organic synthesis chemistry, and relates to a synthetic method of a trifluoromethyl pyrazole compound. The compound can be used for synthesizing a variety of drugs, pesticides and bioactive molecules, so that synthesis and application of the compound are focused. According to the preparation method disclosed by the invention, a simple easily-available raw material acetylene compound and N-trifluoroacetaldehyde phenylsulfonyl hydrazone are used for efficiently synthesizing the three-dimensional specific trifluoromethyl pyrazole compound by one step under a condition without metal catalysis. The method disclosed by the invention has the characteristics that the raw materials are simple and easily available, the range is wide, metal catalysts are not needed, massive synthesis is achieved, the operation method is simple, the reaction is efficient, and the product has a specific three-dimensional structure; and industrial synthesis can be realized.

An efficient route to 3-trifluoromethylpyrazole via cyclization/1,5-H shift and its applications in the synthesis of bioactive compounds

A methodology for regioselective synthesis of 3-trifluoromethylpyrazole from the reaction of trifluoromethyl alkenone and tosylhydrazone has been developed. The reaction was proposed to proceed through a tandem cyclization and 1,5-H shift reaction, which can be applied to the synthesis of bioactive compounds like Celecoxib, Mavacoxib, and SC-560.