1450-62-0

Basic information

• Product Name: 3-(4-methoxyphenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole
• Synonyms: 1H-Pyrazole, 4,5-dihydro-3-(4-methoxyphenyl)-1,5-diphenyl-; 3-(4-Methoxyphenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole
• CAS NO: 1450-62-0
• Molecular Formula: C₂₂H₂₀N₂O
• Molecular Weight: 328.407
• Mol File: 1450-62-0.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 484.6°C at 760 mmHg
• Flash Point: 246.9°C
• Density: 1.11g/cm³
• Vapor Pressure: 1.52E-09mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: 3-(4-methoxyphenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-methoxyphenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole(1450-62-0)
• EPA Substance Registry System: 3-(4-methoxyphenyl)-1,5-diphenyl-4,5-dihydro-1H-pyrazole(1450-62-0)

Safety Data

• Hazardous Substances Data: 1450-62-0(Hazardous Substances Data)

Upstream product

• 89144-72-9 N-[(E)-1-(4-Methoxy-phenyl)-3-phenyl-prop-2-en-(E)-ylidene]-N'-phenyl-hydrazine 
• 88700-24-7 1-<(methylthio)thiocarbonylmethyl>pyridinium iodide 
• 100-63-0 phenylhydrazine 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 210561-13-0 2-[4-(4-Chloro-phenyl)-thiazol-2-yl]-4-[3-(4-methoxy-phenyl)-3-oxo-1-phenyl-propyl]-5-methyl-2,4-dihydro-pyrazol-3-one 
• 22966-19-4 trans-4'-methoxychalcone 
• 59-88-1 phenylhydrazine hydrochloride 
• 100-42-5 styrene 
• 20433-10-7 5-(4-methoxyphenyl)-2-phenyl-2H-tetrazole 
• 959-23-9 4'-methoxychalcone 
• 956-02-5 4'-chlorochalcone 
• 123-11-5 4-methoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 100-52-7 benzaldehyde 

Downstream Products

• 95796-91-1 C₂₃H₂₀ClN₃O₄S 
• 105257-76-9 {4-[3-(4-Methoxy-phenyl)-5-phenyl-4,5-dihydro-pyrazol-1-yl]-phenyl}-(4-nitro-phenyl)-diazene 
• 105283-34-9 {4-[3-(4-Methoxy-phenyl)-5-phenyl-4,5-dihydro-pyrazol-1-yl]-phenyl}-p-tolyl-diazene 
• 105283-35-0 (4-Chloro-phenyl)-{4-[3-(4-methoxy-phenyl)-5-phenyl-4,5-dihydro-pyrazol-1-yl]-phenyl}-diazene 
• 92708-91-3 1-(4-Acetylphenyl)-3-(4-methoxyphenyl)-5-phenyl-2-pyrazoline 
• 33045-40-8 3-p-anisyl-1,5-diphenylpyrazole 
• 19361-44-5 1-(4-Nitrophenyl)-3-(4-methoxyphenyl)-5-phenyl-2-pyrazoline 
• 113918-28-8 4-{4-[3-(4-Methoxy-phenyl)-5-phenyl-4,5-dihydro-pyrazol-1-yl]-phenyl}-2,6-diphenyl-pyridine 
• 289725-88-8 1,5-diphenyl-4-ethyl-3-(4'-methoxyphenyl)-1H-pyrazole 
• 95797-01-6 4-[3-(4-Methoxy-phenyl)-5-phenyl-4,5-dihydro-pyrazol-1-yl]-benzamide 
• 1207173-23-6 1-(4'-thiocyanophenyl)-3-(4'-methoxylphenyl)-5-phenyl-pyrazoline 

Relevant articles and documents

Spectroscopic studies of aryl substituted 1-phenyl-2-pyrazolines: Steric and electronic substitution effects

A series of aryl substituted 1-phenyl-2-pyrazolines containing electron-donating and electron-withdrawing substituents on different positions of the C3– or C5-aryl groups were synthesized and their steric and electronic effects on ch

13C NMR spectroscopy of heterocycles: 1-phenyl-3-aryl/t-butyl-5-arylpyrazoles

A series of chalcones 1-12 were converted to pyrazolines (1Pi-12Pi) by reaction with phenylhydrazine followed by DDQ oxidation to produce the corresponding pyrazoles (1Pz-12Pz). Three 1-phenyl-3-t-butyl-5-arylpyrazoles (13Pz-15Pz) were synthesized using an analogous approach. Molecular modeling studies predicted the 5-aryl group of the pyrazoles for both series to have a torsion angle of 52°-54° whereas the 1-phenyl group was predicted to have 35°-37° torsion angles. The 3-aryl group was predicted to be essentially coplanar (-3°) with the pyrazole system in the first series. 13C NMR data for both series, 1Pz-12Pz and 13Pz-15Pz, were collected in DMSO-d6 at 50°C. A plot of the C4 chemical shifts for 1Pz-12Pz versus Hammet constants for 5-aryl substituents yielded a very good linear correlation (R2=0.96) with a slope of 1.5. The chemical shift data for C4 showed little or no dependence on 3-aryl substituents. The result for 13Pz-15Pz, despite only three points, was consistent with the first series results and yielded a ρ value of 2.0. Distal transmission of substituent effects (5-aryl groups) to C4 of the pyrazole system was reduced by roughly 50-60% of that of the analogous planar isoxazole system, but are not consistent with results for the similarly twisted 4-bromoisoxazoles.

An eco-friendly synthesis of 2-pyrazoline derivatives catalysed by CeCl 3· 7 H 2O

Abstract: 1,3,5-triaryl-2-pyrazoline derivatives were synthesised by a condensation reaction between chalcones and phenyl hydrazine using cerium chloride heptahydrate as a catalyst. All these reactions were carried out in ethyl lactate (70%) as a green solvent. Easy and efficient work up, recyclability of solvent and catalyst are the key merits of this protocol. Graphical Abstract:: SYNOPSIS A facile protocol for the synthesis of 1,3,5-triaryl-2-pyrazolines is described. The solvent ethyl lactate, obtained from renewable sources, is biodegradable. The catalyst CeCl 3· 7 H 2O is a water-tolerant Lewis acid with low toxicity. Easy and clean work up, recyclable solvent and catalyst are merits of the protocol. The reaction works well for all systems giving good yields of the desired products.[Figure not available: see fulltext.].