7189-13-1

Basic information

• Product Name: 1,3,4,5-tetraphenyl-1H-pyrazole
• Synonyms: 1,3,4,5-Tetraphenyl-1H-pyrazole
• CAS NO: 7189-13-1
• Molecular Formula: C₂₇H₂₀N₂
• Molecular Weight: 372.4611
• Mol File: 7189-13-1.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 493.9°C at 760 mmHg
• Flash Point: 252.5°C
• Density: 1.09g/cm³
• Vapor Pressure: 2.06E-09mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 1,3,4,5-tetraphenyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4,5-tetraphenyl-1H-pyrazole(7189-13-1)
• EPA Substance Registry System: 1,3,4,5-tetraphenyl-1H-pyrazole(7189-13-1)

Safety Data

• Hazardous Substances Data: 7189-13-1(Hazardous Substances Data)

Usage

Class

Pyrazole derivatives

Structure

Pyrazole ring with four phenyl groups attached to different carbon positions

Applications

Organic synthesis, pharmaceuticals, and materials science

State at room temperature

Solid

Solubility

Insoluble in water, soluble in organic solvents

Potential uses

Industrial and research applications due to unique structural and electronic properties

Upstream product

• 4888-39-5 1,2,3-triphenylpropane-1,3-dione 
• 100-63-0 phenylhydrazine 
• 5162-99-2 2,3-Diphenylthiirene 1,1-dioxide 
• 231289-36-4 C,N-Diphenylnitrilimine 
• 15224-14-3 N-Phenylbenzohydrazonoyl Chloride 
• 574-07-2 syn-benzoin phenylhydrazone 
• 100-52-7 benzaldehyde 
• 79310-02-4 Phenylazostilbene 
• 4460-46-2 3-chloro-3-phenyl-3H-diazirine 
• 1589-82-8 phenylmagnesium bromide 
• 591-50-4 iodobenzene 
• 36372-77-7 1,4,5-triphenyl-1H-pyrazole 
• 4842-45-9 1,2,3-triphenylpropan-1-one 
• 1443368-12-4 1-phenyl-2-(1,2,3-triphenylpropylidene)hydrazine 

Downstream Products

• 150536-83-7 1-((Z)-1,2-Diphenyl-2-phenylamino-vinyl)-5-phenyl-1H-pyrrole-2,3,4-tricarboxylic acid 2-ethoxycarbonylmethyl ester 3,4-dimethyl ester 

Relevant articles and documents

Arylchlorocarbenes in the synthesis of heterocycles containing two nitrogen atoms

Substituted pyrazoles and pyrrolo[1,2-c]pyrimidines were prepared from the reaction of arylchlorocarbenes with 1,2-diazabuta-1,3-dienes and 4- vinylpyrimidines, respectively.

Multicomponent Pyrazole Synthesis from Alkynes, Nitriles, and Titanium Imido Complexes via Oxidatively Induced N-N Bond Coupling

Pyrazoles are an important class of heterocycles found in a wide range of bioactive compounds and pharmaceuticals. Pyrazole synthesis often requires hydrazine or related reagents where an intact N-N bond is conservatively installed into a pyrazole precursor fragment. Herein, we report the multicomponent oxidative coupling of alkynes, nitriles, and Ti imido complexes for the synthesis of multisubstituted pyrazoles. This modular method avoids potentially hazardous reagents like hydrazine, instead forming the N-N bond in the final step via oxidation-induced coupling on Ti. The mechanism of this transformation has been studied in-depth through stoichiometric reactions of the key diazatitanacyclohexadiene intermediate, which can be accessed via multicomponent coupling of Ti imidos with nitriles and alkynes, ring opening of 2-imino-2H-azirines, or direct metalation of 4-azadiene-1-amine derivatives. The critical transformation in this reaction is the 2-electron oxidation-induced N-N coupling on Ti. This is a rare example of formal N-N coupling on a metal center, which likely occurs through an electrocyclic mechanism analogous to a Nazarov cyclization. Conveniently, these 2-electron-oxidized diazatitanacyclohexadiene intermediates can be accessed via disproportionation of the 1-electron-oxidized species, which allows utilization of weak oxidants such as TEMPO

Synthesis and biological evaluation of 1,3,4,5-tetrasubstituted pyrazole derivatives

We report a solvent-free synthesis of novel 1,3,4,5-tetrasubstituted pyrazoles and investigate their inhibitory activity against soybean 15-lipoxygenase. It was revealed that all synthesized compounds exhibited good activity, and among them, 3-(furan-2-yl