27293-95-4

Basic information

• Product Name: 3-(4-chlorophenyl)-1,5-diphenyl-1H-pyrazole
• CAS NO: 27293-95-4
• Molecular Formula: C₂₁H₁₅ClN₂
• Molecular Weight: 330.8102
• Mol File: 27293-95-4.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 500.2°C at 760 mmHg
• Flash Point: 256.3°C
• Density: 1.17g/cm³
• Vapor Pressure: 1.2E-09mmHg at 25°C
• Refractive Index: 1.635
• CAS DataBase Reference: 3-(4-chlorophenyl)-1,5-diphenyl-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)-1,5-diphenyl-1H-pyrazole(27293-95-4)
• EPA Substance Registry System: 3-(4-chlorophenyl)-1,5-diphenyl-1H-pyrazole(27293-95-4)

Safety Data

• Hazardous Substances Data: 27293-95-4(Hazardous Substances Data)

Upstream product

• 10180-02-6 3-(4-chloro-phenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole 
• 10180-02-6 C₂₁H₁₇ClN₂⁽¹⁺⁾ 
• 16616-42-5 p-chlorobenzoylphenylacetylene 
• 100-63-0 phenylhydrazine 
• 29776-35-0 1-(4-chlorophenyl)-3-phenylprop-2-yn-1-one 
• 873-73-4 4-n-chlorophenylacetylene 
• 591-50-4 iodobenzene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 536-74-3 phenylacetylene 
• 22966-22-9 (E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one 
• 104-88-1 4-chlorobenzaldehyde 
• 1432596-07-0 (Z)-1-(4-chlorophenyl)-3-(methylthio)-3-phenylprop-2-en-1-one 
• 2168-78-7 methyl dithiobenzoate 
• 135102-68-0 (Z)-3-(4-chlorophenyl)-3-hydroxy-1-phenylprop-2-ene-1-thione 

Relevant articles and documents

TBHP/Cu(OAc)2 mediated oxidation of pyrazolines: A convenient method for the preparation of pyrazoles

An efficient and simple oxidative protocol has been developed for the preparation of pyrazoles from pyrazolines mediated by TBHP/Cu(OAc)2 at room temperature. The present protocol has been successfully applied for the preparation of various pyrazole compounds from heterocyclic pyrazolines.

One-pot regioselective synthesis of substituted pyrazoles and isoxazoles in PEG-400/water medium by Cu-free nano-Pd catalyzed sequential acyl Sonogashira coupling-intramolecular cyclization

Catalyst efficacy of in situ generated Pd-nanoparticles (PdNPs) in the regioselective one-pot synthesis of 3,5-di & 3,4,5-trisubstituted pyrazoles and 3,5-disubstituted isoxazoles in environmentally benign PEG-400/H2O medium, which involves the sequential (i) Cu-free acyl-Sonogashira coupling (ASC) and (ii) intramolecular ynone-amine cyclization under PTC conditions was described. The results of controlled experiments support the operation of two sequential catalytic cycles (ASC/cyclization) and achievement of complementary/opposite regioselectivity via ynone-bound palladium in a one-pot approach. Moreover, the in situ PdNPs recovered after the first catalytic cycle of the one-pot reaction sequence have been reused again five times successively. Besides, prior to the above studies, the efficacy of some common Pd-N-heterocyclic carbene (Pd-NHC) complexes in catalyzing the same one-pot two-step reaction sequence (Cu-free ASC/cyclization) both in water and organic solvents was also optimized. In situ generation of PdNPs from above Pd-NHCs in water was also identified, but they are not reusable due to their large size distribution.

A Regioselective Approach to Trisubstituted Pyrazoles via Palladium-Catalyzed Oxidative Sonogashira-Carbonylation of Arylhydrazines

A palladium-catalyzed oxidative carbonylation of arylhydrazines and alkynes with balloon pressure CO/O2 to afford trisubstituted pyrazoles in a one-pot manner has been developed. The formation of trisubstituted pyrazoles involves a sequential C-N bond cleavage, carbonylation, Sonogashira coupling, Michael addition, and intramolecular condensation cyclization tandem process. An unprecedented oxidative Sonogashira-carbonylation reaction of arylhydrazine plays a key role for such a facile approach to pyrazoles.