5453-03-2

Basic information

• Product Name: 3-benzoyl-2-phenyl-4H-chromen-4-one
• CAS NO: 5453-03-2
• Molecular Formula: C₂₂H₁₄O₃
• Molecular Weight: 326.3448
• Mol File: 5453-03-2.mol

Chemical Properties

• Boiling Point: 482.9°C at 760 mmHg
• Flash Point: 213.1°C
• Density: 1.283g/cm³
• Vapor Pressure: 1.75E-09mmHg at 25°C
• Refractive Index: 1.659
• CAS DataBase Reference: 3-benzoyl-2-phenyl-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzoyl-2-phenyl-4H-chromen-4-one(5453-03-2)
• EPA Substance Registry System: 3-benzoyl-2-phenyl-4H-chromen-4-one(5453-03-2)

Safety Data

• Hazardous Substances Data: 5453-03-2(Hazardous Substances Data)

Upstream product

• 112037-80-6 2'-hydroxy-2-benzoyl-3-phenyl-acrylophenone 
• 118-93-4 o-hydroxyacetophenone 
• 93-97-0 benzoic acid anhydride 
• 4010-33-7 2-acetylphenyl benzoate 
• 24467-44-5 3-benzylidene-2-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 
• 119139-39-8 3-(Hydroxy-phenyl-methyl)-2-phenyl-chromen-4-one 
• 169693-76-9 3-phenyl-5-(2-benzoyloxyphenyl)isoxazole 
• 98-88-4 benzoyl chloride 
• 1469-94-9 1-(2-hydroxyphenyl)-3-phenyl-1,3-propanedione 
• 24467-41-2 (E)-3-benzylideneflavanone 
• 100-52-7 benzaldehyde 
• 533-58-4 2-Iodophenol 
• 55-21-0 benzamide 
• 16619-68-4 1-(2-hydroxyphenyl)-3-phenylprop-2-yn-1-one 

Downstream Products

• 35614-55-2 3-benzylamino-1-(2-hydroxyphenyl)-3-phenyl-2-propenone 
• 525-82-6 FLAVONE 
• 98153-12-9 3-iodo-2-phenyl-4H-1-benzopyran-4-one 
• 17317-75-8 3-benzylamino-1-(2-hydroxyphenyl)-3-phenylprop-2-en-1-one 
• 75618-65-4 [3-(2-hydroxy-phenyl)-5-phenyl-isoxazol-4-yl]-phenyl-methanone 

Relevant articles and documents

Kinetics and mechanism of certain benzoylation reactions under Vilsmeier-Haack conditions using benzamide and oxychloride in acetonitrile medium

Vilsmeier-Haack (VH) benzoylation reactions with benzaldehydes and acetophenones in acetonitrile medium obeyed second-order reaction kinetics. Under kinetic conditions, the reactions afforded benzoyl derivatives irrespective of the nature of oxychloride (

New syntheses of 3-aroylflavone derivatives; Knoevenagel condensation and oxidation versus one-pot synthesis

Two syntheses of 3-aroylflavones have been established. In the first synthesis the use of microwave irradiation led to an improvement in the yields of both the Knoevenagel condensation of β-diketones with aldehydes to afford 3-aroylflavanones and of their

A concise synthesis of 3-aroylflavones via Lewis base 9-azajulolidine- catalyzed tandem acyl transfer-cyclization

Lewis base-catalyzed tandem acyl transfer-cyclization of acylated o-alkynoylphenols leading to 3-aroylflavones was developed. 9-Azajulolidine smoothly promoted the reaction of the aroyl derivatives at ambient temperature, and the structure-diversed synthesis of 3-aroylflavones with distinct substituents was achieved in moderate to excellent yields.

An efficient one-pot synthesis of flavones

Flavones were prepared using a one-pot procedure starting from the corresponding 2′-hydroxyacetophenones. The latter were treated with 3 equiv of aroyl chloride in wet K2CO3/acetone (1% w/w water) to afford a good yield of flavone and a smaller amount of 3-aroylflavone. Evidence was obtained that the reaction proceeds via a triketone intermediate. When the reactants were heated in 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and pyridine, the 3-aroylflavone was obtained exclusively. Use of a stoichiometric amount of aroyl chloride afforded only the corresponding flavone.

Synthesis and properties of 3-acyl-γ-pyrones, a novel class of flavones and chromones

Using modified Baker-Venkataraman reaction a novel class of 3-acyl flavones and chromones have been synthesised. Reaction mechanism for their formation have been elucidated. The properties of 3-acyl flavonoids indicate them to be precursors for the synthesis of flavones.

A simple conversion of E-3-benzylideneflavanones to 3-benzoylflavones by chromic acid oxidation

Oxidation of E-3-benzylideneflavanones with CrO3/AcOH yields 3-benzoylflavones in moderate yield.

Synthesis of flavone-3-sulfonylureas

The synthesis of new flavone-3-sulfonylurea derivatives is hereby described. The influence of a phenyl group in the 2-position and an acetate group in the 8-position at the chromone nucleus on the activity was studied. Only weak cytostatic activity of the

Synthesis of 3-Acyl- and 3-Carbamoylflavones

Routes to 3-acyl-, 3-carboxamido- and polyhydroxylated flavones have been devised by application of isoxazole methodology and Heck-Stille couplings.Reductive ring opening of 3-alkoxyisoxazoles gives β-keto carboxamides in contrast with 3-alkoxy-2-isoxazolines, which give β-hydroxy esters.

Dioxirane Oxidation of 3-Arylideneflavanones: Diastereoselective Formation of trans,trans Spiroepoxides from the E Isomers

Oxidation of the E isomers of the 3-arylideneflavanones 1 by dimethyldioxirane in acetone solution at ambient temperature led to spiroepoxides trans,trans-2 in high yields (>/= 70percent) and complete diastereoselectivity.Steric interaction with the axial

Control of oxophilicity of cerium(IV) ammonium nitrate by addition of hydrogen peroxide. A novel preparation of 3-aroyl-2-aryl-4H-1-benzopyran-4-ones

Oxophilicity of cerium(IV) ammonium nitrate (CAN) can be controlled by addition of hydrogen peroxide and such a control has been utilized to prepare 3-aroyl-2-aryl-4H-1-benzopyran-4-ones 2a-d from 3-arylidene-2-aryl-2,3-dihydro-4H-1-benzopyran-4-ones 1a-d