2403-28-3

Basic information

• Product Name: (2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one
• Synonyms: (2E)-3-(Biphenyl-4-yl)-1-phenylprop-2-en-1-one; 2-propen-1-one, 3-[1,1'-biphenyl]-4-yl-1-phenyl-, (2E)-; 3-[1,1'-Biphenyl]-4-yl-1-phenyl-2-propen-1-one
• CAS NO: 2403-28-3
• Molecular Formula: C₂₁H₁₆O
• Molecular Weight: 284.3511
• Mol File: 2403-28-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 462.7°C at 760 mmHg
• Flash Point: 203.8°C
• Density: 1.114g/cm³
• Vapor Pressure: 9.64E-09mmHg at 25°C
• Refractive Index: 1.638
• CAS DataBase Reference: (2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one(2403-28-3)
• EPA Substance Registry System: (2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one(2403-28-3)

Safety Data

• Hazardous Substances Data: 2403-28-3(Hazardous Substances Data)

Usage

Description

(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one, a member of the chalcone family, is a chemical compound with the molecular formula C23H18O. It is a yellow solid at room temperature and is known for its various biological activities, including antioxidant, anti-inflammatory, and anticancer properties. Its unique structure and properties make it a valuable tool for researchers in the fields of chemistry, biology, and materials science.

Uses

Used in Organic Synthesis:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one is used as a building block for more complex organic molecules, contributing to the development of new compounds with potential applications in various industries.
Used in Pharmaceutical Research:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one is used as a research compound for its biological activities, such as antioxidant, anti-inflammatory, and anticancer properties, aiding in the discovery of new drugs and therapies.
Used in Fluorescent Materials:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one is studied for its potential as a fluorescent material, which can be utilized in various applications, including sensors, imaging, and diagnostics.
Used in Chemical Research:
(2E)-3-biphenyl-4-yl-1-phenylprop-2-en-1-one serves as a valuable tool for researchers in the field of chemistry, enabling the exploration of its unique structure and properties for potential applications in chemical synthesis and reactions.

Upstream product

• 98-86-2 acetophenone 
• 3218-36-8 4-Phenylbenzaldehyde 
• 1591-31-7 4-iodo-biphenyl 
• 84553-32-2 α-Methylenebenzyl formate 
• 956-04-7 3-(4-chlorophenyl)-1-phenylprop-2-en-1-one 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 102477-83-8 3-([1,1′-biphenyl]-4-yl)-1-phenylpropan-1-one 
• 1236384-48-7 N-(3-benzyl-4-(biphenyl-4-yl)-2-oxo-6-phenyl-3,4-dihydro-2H-pyran-3-yl)benzamide 
• 31535-70-3 1-benzyl-3-(2-oxo-2-phenylethyl)indolin-2-one 
• 56578-34-8 4-([1,1’-biphenyl]-4-yl)butan-2-one 
• 2350-89-2 p-vinylbiphenyl 

Relevant articles and documents

Application of Polyphosphoric Acid-Mediated Acyl Migration for Regiospecific Synthesis of Diverse 2-Acylpyrroles from Chalcones

A metal-free approach for the synthesis of 2-acylpyrroles is reported in this paper. Synthesis of the target molecule started from chalcones and was carried out in two steps. Initial step involved the conversion of chalcones to corresponding 4-substituted-3-acylpyrroles by reaction with TosMIC. In the subsequent step, target molecules were obtained in modest to good yields by polyphosphoric acid-mediated acyl rearrangement of 3-acylpyrroles to their 2-acyl congeners. The crucial final step was amenable to diverse substitutions on pyrrole ring. Preliminary experiment for the determination of mechanism indicated the involvement of acylium ion.

1-Arylvinyl formats: A New CO Source and Ketone Source in Carbonylative Synthesis of Chalcone Derivatives

1-Arylvinyl formates as a kind of new CO surrogate have been explored for the first time. Most of the known CO precursors usually produce undesired residuals, which have to be removed. In this strategy, after CO release, the in situ generated acetophenones from 1-arylvinyl formates can be successfully applied as a good ketone source in the synthesis of chalcones with benzaldehydes via a palladium-catalyzed reductive carbonylation reaction. A variety of chalcones were isolated in satisfactory to good yields with good substrates compatibilities under mild conditions.

Inherent vs Apparent Chemoselectivity in the Kumada-Corriu Cross-Coupling Reaction

The Kumada-Corriu reaction is a powerful tool for C-C bond formation, but is seldom utilized due to perceived chemoselectivity issues. Herein, we demonstrate that high-yielding couplings can occur in the presence of many electrophilic and heterocyclic functional groups. Our strategy is mechanically based, matching oxidative addition rates with the rate of syringe pump addition of the Grignard reagent. The mechanistic reason for the effectiveness of this strategy is uncovered by continuous-infusion ESI-MS studies.