6332-22-5

Basic information

• Product Name: 1-(4-BROMOPHENYL)-3-(4-CHLOROPHENYL)-2-PROPEN-1-ONE
• Synonyms: 4'-BROMO-4-CHLOROCHALCONE;1-(4-BROMOPHENYL)-3-(4-CHLOROPHENYL)-2-PROPEN-1-ONE;1-(4-BROMOPHENYL)-3-(4-CHLOROPHENYL)PROP-2-EN-1-ONE;4-Chloro-4'-bromochalcone;(2E)-1-(4-bromophenyl)-3-(4-chlorophenyl)prop-2-en-1-one;2-Propen-1-one, 1-(4-bromophenyl)-3-(4-chlorophenyl)-;2-Propen-1-one, 1-(4-bromophenyl)-3-(4-chlorophenyl)- (9CI);4'-Bromo-2-(p-chlorobenzylidene)acetophenone
• CAS NO: 6332-22-5
• Molecular Formula: C₁₅H₁₀BrClO
• Molecular Weight: 321.6
• Mol File: 6332-22-5.mol
• Article Data: 37

Chemical Properties

• Melting Point: 165-166 °C
• Boiling Point: 435°Cat760mmHg
• Flash Point: 216.9°C
• Appearance: /
• Density: 1.475g/cm³
• Vapor Pressure: 9.09E-08mmHg at 25°C
• Refractive Index: 1.652
• CAS DataBase Reference: 1-(4-BROMOPHENYL)-3-(4-CHLOROPHENYL)-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-BROMOPHENYL)-3-(4-CHLOROPHENYL)-2-PROPEN-1-ONE(6332-22-5)
• EPA Substance Registry System: 1-(4-BROMOPHENYL)-3-(4-CHLOROPHENYL)-2-PROPEN-1-ONE(6332-22-5)

Safety Data

• Hazardous Substances Data: 6332-22-5(Hazardous Substances Data)

Usage

General Description

1-(4-Bromophenyl)-3-(4-chlorophenyl)-2-propen-1-one is a chemical compound with the molecular formula C15H10BrClO. It is a yellow to orange-colored solid that is used in organic synthesis and pharmaceutical research. 1-(4-BROMOPHENYL)-3-(4-CHLOROPHENYL)-2-PROPEN-1-ONE is a derivative of chalcone, a type of flavonoid, and is often used as a precursor in the synthesis of various biologically active compounds. The presence of bromine and chlorine atoms in its structure make it suitable for applications in medicinal chemistry, especially in the development of new drugs for the treatment of various diseases. Additionally, its potential as a reactive intermediate in organic reactions makes it valuable in the field of chemical synthesis and drug discovery.

InChI:InChI=1/C15H10BrClO/c16-13-6-4-12(5-7-13)15(18)10-3-11-1-8-14(17)9-2-11/h1-10H/b10-3+

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 99-90-1 para-bromoacetophenone 
• 109-77-3 malononitrile 
• 99-91-2 para-chloroacetophenone 
• 1122-91-4 4-bromo-benzaldehyde 
• 99-73-0 para-bromophenacyl bromide 

Downstream Products

• 1384168-24-4 4-(4-bromophenyl)-6-(4-chlorophenyl)-2,2'-bipyridine 
• 122652-25-9 6-(4-Bromo-phenyl)-4-(4-chloro-phenyl)-2-methoxy-nicotinonitrile 
• 97691-64-0 6-(4-bromophenyl)-4-(4-chlorophenyl)-1H-pyrimidin-2-one 
• 128883-49-8 6-(4-bromophenyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-3-pyridinecarboxamide 
• 108325-95-7 (4-Bromo-phenyl)-[4-(4-chloro-phenyl)-4,5-dihydro-1H-pyrazol-3-yl]-methanone 
• 27547-11-1 trans-(2R,3S)-epoxy-1-(4-bromophenyl)-3-(4-chlorophenyl) propan-1-one 
• 1628735-85-2 diethyl 2-(1R)-(3-(4-bromophenyl)-1-(4-chlorophenyl)-3-oxopropyl)malonate 

Relevant articles and documents

Crystal engineering with pyrazolyl-thiazole derivatives: Structure-directing role of π-stacking and σ-hole interactions

The synthesis and X-ray characterization of 1-(2-(3-(4-bromophenyl)-5-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-methylthiazol-5-yl)ethanone (7), ethyl 2-(5-(4-bromophenyl)-3-(4-chlorophenyl)-4,5-dihydropyrazol-1-yl)thiazole-4-carboxylate (8) and 2-(5-(4-chlorophenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl)-N′-(2-hydroxy-3-methoxybenzylidene)thiazole-4-carbohydrazide (10) are described in this manuscript. The structure-directing role of a variety of noncovalent interactions has been analyzed energetically using DFT calculations and Hirshfeld surface analysis. Moreover, the existence and importance of halogen and chalcogen bonding interactions have been analyzed by using the quantum theory of atoms in molecules and the noncovalent interaction index (NCIplot).

Transition metal-free domino aryl-aryl coupling/phospha-Michael addition of diarylphosphinite to α,β-unsaturated ketones triggered by alkaline hydrolysis of (4-(2-alkenoyl)phenyl)triarylphosphonium salts

Alkaline hydrolysis of a variety of (4-(2-alkenoyl)phenyl)triarylphosphonium bromides is reported. This hydrolysis triggers coupling of 4-(2-alkenoyl)phenyl with one aryl via phosphorus(V). Both diarylphosphinite and an α,β-unsaturated ketone are in situ generated and then undergo phospha-Michael addition to provide β-diarylphosphoryl ketones bearing a biaryl moiety in 27–70% yields in the absence of a transition metal.

Microwave-irradiated synthesis and biological evaluation of 3,5-diaryl-1-phenyl-2-pyrazolines as antibacterial and anti-inflammatory agents

In a wide search program towards a biologically active antibacterial and anti-inflammatory agents, a series of 3,5-diaryl-1-phenyl-2-pyrazoline have been synthesized with excellent yields employing microwave techniques starting from substituted α,β-unsaturated carbonyl compounds which undergo cyclization reactions with phenylhydrazine. The structures of newly synthesized compounds were characterized and confirmed on the basis of FT-IR, 1H NMR and mass spectral analyses. The synthesized compounds 3,5-diaryl-1-phenyl-2-pyrazolines had shown significant activity against Staphylococcus aureus (MTCC 87), Escherichia coli (MTCC 40), Pseudomonas aeruginosa (MTCC 424) and Proteus vulgaris (MTCC 426) by cup plate method using tetracycline-SD 037 as a reference standard. The anti-inflammatory property of 1,3,5-diaryl-1-phenyl-2-pyrazolines were screened by using carragenan induced paw edema method in Wistar rat. The anti-inflammatory activities were comparable to that of the standard drug diclofenac. The safety of 3,5-diaryl-1-phenyl-2-pyrazolines were reflected by toxicity studies.