1846-74-8

Basic information

• Product Name: 3-Benzoylcoumarin
• Synonyms: 3-Benzoylcoumarin;3-benzoyl-2H-chroMen-2-one
• CAS NO: 1846-74-8
• Molecular Formula: C₁₆H₁₀O₃
• Molecular Weight: 250.25
• Mol File: 1846-74-8.mol
• Article Data: 42

Chemical Properties

• Melting Point: 138 °C
• Boiling Point: 447.7°C at 760 mmHg
• Flash Point: 202°C
• Appearance: /
• Density: 1.302g/cm³
• Vapor Pressure: 3.29E-08mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 3-Benzoylcoumarin(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Benzoylcoumarin(1846-74-8)
• EPA Substance Registry System: 3-Benzoylcoumarin(1846-74-8)

Safety Data

• Hazardous Substances Data: 1846-74-8(Hazardous Substances Data)

Usage

Description

3-Benzoylcoumarin is an organic compound belonging to the class of benzo[c]chromen-6-ones. It is characterized by its unique chemical structure, which features a benzoyl group attached to a coumarin core. 3-Benzoylcoumarin is known for its potential applications in various fields due to its distinct chemical properties.

Uses

Used in Pharmaceutical Industry:
3-Benzoylcoumarin is used as an intermediate in the synthesis of coumarin-chalcone derivatives, which possess significant antibacterial properties. These derivatives are particularly effective in the treatment of tenacibaculosis, a bacterial infection caused by Tenacibaculum species. The compound's role in creating these derivatives makes it a valuable asset in the development of new antibacterial drugs to combat resistant strains of bacteria.

InChI:InChI=1/C16H10O3/c17-15(11-6-2-1-3-7-11)13-10-12-8-4-5-9-14(12)19-16(13)18/h1-10H

Upstream product

• 20280-86-8 3-benzyl-2H-chromen-2-one 
• 90-02-8 salicylaldehyde 
• 37510-42-2 3,3-bis(ethylthio)-1-phenylprop-2-en-1-one 
• 1074-12-0 phenylglyoxal hydrate 
• 91-64-5 coumarin 
• 100-52-7 benzaldehyde 
• 103-50-4 dibenzyl ether 
• 611-73-4 Benzoylformic acid 
• 97139-82-7 o-acetoxypropiophenone 
• 98-88-4 benzoyl chloride 
• 98-86-2 acetophenone 
• 13636-68-5 methyl 3-hydroxy-3-phenylprop-2-enedithioate 
• 89-95-2 2-methyl-benzyl alcohol 
• 13636-88-9 3,3-bis(methylthio)-1-phenylprop-2-en-1-one 

Downstream Products

• 6272-41-9 2-phenylchromenylium perchlorate 
• 1846-91-9 2-oxo-2H-chromene-3-carbohydrazide 
• 1846-76-0 ethyl coumarin-3-carboxylate 
• 95884-09-6 3-phenyl-2-pyrazolin-5-one 
• 30866-42-3 N'-(2-hydroxybenzylidene)-2-oxo-2H-chromene-3-carbohydrazide 
• 1640097-16-0 3-cyclohexyl-2H-chromen-2-one 

Relevant articles and documents

Condensation of α-aroylketene dithioacetals and 2- hydroxyarylaldehydes results in facile synthesis of a combinatorial library of 3-aroylcoumarins

A facile, convenient, efficient, and high yielding synthesis of a combinatorial library of 3-aroylcoumarins has been developed by the condensation of easily available α-aroylketene dithioacetals (AKDTAs) and 2-hydroxybenzaldehydes (salicylaldehydes)/2-hydroxy-1-naphthaldehyde in the presence of catalytic amount of piperidine in THF reflux. The condensation of ferrocene derived α-aroylketene dithioacetal and 2-hydroxybenzaldehyde furnished coumarin installed on a ferrocene platform.

Analytical studies on isoxazoles. II. A new fluorimetric determination of 5-phenyl-3-isoxazolecarboxylic acid and its application to the determination of perisoxal in plasma

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The indium(iii) chloride catalyzed synthesis of sulfur incorporated 3-acylcoumarins; Their photochromic and acetate sensing properties

The synthesis and evaluation of the photochromic properties of 3-acylcoumarins are very important as they exhibit selective sensing properties. We found that InCl3 efficiently catalyzes the condensation of 2-hydroxybenzaldehydes and β-keto este

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Coumarin derivatives act as novel inhibitors of human dipeptidyl peptidase III: Combined in vitro and in silico study

Dipeptidyl peptidase III (DPP III), a zinc-dependent exopeptidase, is a member of the metalloproteinase family M49 with distribution detected in almost all forms of life. Although the physiological role of human DPP III (hDPP III) is not yet fully elucida

A Regioselective Approach to C3-Aroylcoumarins via Cobalt-Catalyzed C(sp 2)-H Activation Carbonylation of Coumarins

A new cobalt-catalyzed C-H bond activation of coumarins with aryl halides or pseudohalides and carbon monoxide insertion to give various 3-aroylcoumarin derivatives is described. It is the first time that CO as C1 feedstock is used as the coupling partners in cobalt-catalyzed regioselective coumarin C-H functionalization reactions. Upon activation with manganese powder, the Co catalyzes the C-H bond activation carbonylation reactions of aryl iodides, bromides, and even triflates under mild conditions, providing the regioselective aroylated products in moderate to good yields.