1469-91-6

Basic information

• Product Name: 2,6-bis(4-chlorophenyl)-4H-pyran-4-one
• Synonyms: 2,6-Bis(4-chlorophenyl)-4H-pyran-4-one; 4H-Pyran-4-one 2,6-bis[p-chlorophenyl]-
• CAS NO: 1469-91-6
• Molecular Formula: C₁₇H₁₀Cl₂O₂
• Molecular Weight: 317.1661
• Mol File: 1469-91-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 512.2°C at 760 mmHg
• Flash Point: 210.2°C
• Density: 1.386g/cm³
• Vapor Pressure: 1.32E-10mmHg at 25°C
• Refractive Index: 1.642
• CAS DataBase Reference: 2,6-bis(4-chlorophenyl)-4H-pyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-bis(4-chlorophenyl)-4H-pyran-4-one(1469-91-6)
• EPA Substance Registry System: 2,6-bis(4-chlorophenyl)-4H-pyran-4-one(1469-91-6)

Safety Data

• Hazardous Substances Data: 1469-91-6(Hazardous Substances Data)

Usage

General Description

2,6-bis(4-chlorophenyl)-4H-pyran-4-one, also known as isocoumarin, is a chemical compound with a molecular formula C16H10Cl2O2. It is a white to off-white crystalline powder that is insoluble in water but soluble in organic solvents. Isocoumarin has various uses in organic synthesis and as an intermediate in the production of pharmaceuticals and agrochemicals. It is also used in the production of dyes, pigments, and as a precursor for the synthesis of natural products. Isocoumarin has been studied for its potential biological activities, such as antimicrobial, anticancer, and anti-inflammatory properties, making it a compound of interest in the fields of medicine and research.

Upstream product

• 1469-92-7 1,5-di-(4-chlorophenyl)pentane-1,3,5-trione 
• 873-73-4 4-n-chlorophenylacetylene 
• 51118-08-2 1,5-bis(4-chlorophenyl)penta-1,4-diyn-3-ol 
• 34793-65-2 1,5-bis(4-chlorophenyl)penta-1,4-diyn-3-one 
• 99-91-2 para-chloroacetophenone 
• 58518-76-6 ((1-(4-chlorophenyl)vinyl)oxy)trimethylsilane 
• 58303-62-1 5-(4-chlorophenyl)-2,3-dihydrofuran-2,3-dione 

Relevant articles and documents

Bronsted acid catalyzed and NIS-promoted cyclization of diynones: Selective synthesis of 4-pyrone, 4-pyridone, and 3-pyrrolone derivatives

Bronsted acid catalyzed tandem cyclization was found to be highly effective for the preparation of a series of polysubstituted 4-pyrones from diynones (yield up to 99%). 4-Pyridone and 3-pyrrolone derivatives were also selectively synthesized by employing NIS and/or Bronsted acid. NIS as an electrophilic reagent could promote these reactions efficiently and rapidly under very mild reaction conditions.

Thermal addition reaction of aroylketene with 1-aryl-1- trimethylsilyloxyethylenes: Aromatic substituent effects of aroylketene and aryltrimethylsilyloxyethylene on their reactivity

The thermal addition reaction of various aroylketenes (C) generated by the thermolysis of 5-aryldioxofurans (A) to 1-aryl-1-trimethylsilyloxyethylenes gave 1,5-diarylpentane-1,3,5-triones (D) and 2,6-diaryl-4H-pyran-4-ones (E). The introduction of electron withdrawing substituents in the aroylketene and of electron donating substituents facilitated the addition reaction. The observed substituent effects and the reaction mechanism are interpreted in terms of molecular orbital analyses.