10465-91-5

Basic information

• Product Name: 3-(4-chlorophenyl)chromen-2-one
• Synonyms: 3-(4-chlorophenyl)chromen-2-one
• CAS NO: 10465-91-5
• Molecular Formula: C₁₅H₉ClO₂
• Molecular Weight: 256.68
• Mol File: 10465-91-5.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 426.5°Cat760mmHg
• Flash Point: 233.2°C
• Appearance: /
• Density: 1.342g/cm³
• Vapor Pressure: 1.77E-07mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 3-(4-chlorophenyl)chromen-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)chromen-2-one(10465-91-5)
• EPA Substance Registry System: 3-(4-chlorophenyl)chromen-2-one(10465-91-5)

Safety Data

• Hazardous Substances Data: 10465-91-5(Hazardous Substances Data)

Usage

General Description

3-(4-chlorophenyl)chromen-2-one, also known as 4-Chloroisobenzofuran-1(3H)-one, is a chemical compound with a molecular formula C15H9ClO2. It is a derivative of coumarin, a naturally occurring compound found in many plants. 3-(4-chlorophenyl)chromen-2-one has been investigated for its potential pharmacological properties, including its anti-inflammatory, antioxidant, and anticancer activities. It has also been studied for its potential use in the development of new drugs for various medical conditions. The compound is characterized by its chromen-2-one structure with a chlorine substituent at the 4-position of the phenyl ring, which contributes to its unique properties and potential biomedical applications.

InChI:InChI=1/C15H9ClO2/c16-12-7-5-10(6-8-12)13-9-11-3-1-2-4-14(11)18-15(13)17/h1-9H

Upstream product

• 2028-74-2 p-chlorobenzenediazonium chloride 
• 91-64-5 coumarin 
• 1878-66-6 4-chlorophenylacetic Acid 
• 90-02-8 salicylaldehyde 
• 446-52-6 2-Fluorobenzaldehyde 
• 140-53-4 p-chlorobenzyl cyanide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 108-88-3 toluene 
• 637-87-6 1-Chloro-4-iodobenzene 
• 92-45-5 3-chloro-2H-chromen-2-one 
• 1679-18-1 4-Chlorophenylboronic acid 
• 4251-65-4 (4-chlorophenyl)acetaldehyde 
• 58369-61-2 2-chloro-2-(4-chlorophenyl)acetaldehyde 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 69976-31-4 3-(2,4-dichlorophenyl)-2H-chromen-2-one 

Relevant articles and documents

A convenient synthesis of 3-arylcoumarins from arylacetonitriles

The condensation of salicylaldehydes with various arylacetonitriles catalyzed by anion-exchange resins such as Amberlite IRA 900, leads to the corresponding 3-arylcoumarins in good yields and selectivity.

Dual Role of Oxoaldehydes: Divergent Synthesis of 3-Aryl- and 3-Aroylcoumarins

A facile and efficient synthetic approach to various valuable 3-aryl- and 3-aroylcoumarins by the direct arylation and aroylation of coumarins with glyoxals in a metal-free manner is presented. The aryl glyoxal is for the first time recognized to serve as an aryl surrogate in addition to its role as an aroyl transfer reagent via a simple switch in reaction conditions. The approach accommodates a broad substrate scope and high yields of the two types of cross-coupling reactions starting from identical starting materials.

Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst

We have developed an efficient photocatalytic synthesis of coumarin derivativesviaa tandem double bond isomerization/oxidative cyclization of cinnamic acids. Inexpensive and stable xanthone was used as the photocatalyst, and readily available Selectfluor was used as the oxidant. This method tolerates a wide range of functional groups and offers excellent chemical yields in general. Besides, the photocatalytic oxidative cyclization of cinnamic acid esters gives dimerized lignan-type products.

Pd-catalysed carbonylative annulation of salicylaldehydes with benzyl chlorides using N-formylsaccharin as a CO surrogate

A convenient and highly efficient Pd-catalysed carbonylative annulation of salicylaldehydes with benzyl chlorides to afford the corresponding 3-arylcoumarins in good to excellent yields has been developed. Importantly, the protocol utilizes a commercially available, low cost, solid and easy to handle N-formylsaccharin as an alternative to the highly toxic CO gas.