4809-08-9

Basic information

• Product Name: 3-phenyl-1H-isochromen-1-one
• Synonyms: 1H-2-benzopyran-1-one, 3-phenyl-; 1-Oxo-3-phenyl-1H-benzo(c)pyran; 3-Phenyl-1H-isochromen-1-one
• CAS NO: 4809-08-9
• Molecular Formula: C₁₅H₁₀O₂
• Molecular Weight: 222.2387
• Mol File: 4809-08-9.mol
• Article Data: 132

Chemical Properties

• Boiling Point: 380.9°C at 760 mmHg
• Flash Point: 159.9°C
• Density: 1.239g/cm³
• Vapor Pressure: 5.29E-06mmHg at 25°C
• Refractive Index: 1.635
• CAS DataBase Reference: 3-phenyl-1H-isochromen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-phenyl-1H-isochromen-1-one(4809-08-9)
• EPA Substance Registry System: 3-phenyl-1H-isochromen-1-one(4809-08-9)

Safety Data

• Hazardous Substances Data: 4809-08-9(Hazardous Substances Data)

Usage

General Description

3-phenyl-1H-isochromen-1-one, also known as phthalide, is a chemical compound with the molecular formula C8H6O2. It is a white solid with a distinctive odor and is commonly found in a variety of natural sources such as certain plants and fungi. Phthalide has been identified as a potential bioactive compound with a range of biological activities, including antioxidant, anti-inflammatory, and cytotoxic properties. It has also been studied for its potential applications in the pharmaceutical industry, particularly as a precursor for the synthesis of various pharmaceutical drugs and as a scaffold for drug design. Additionally, phthalide has been investigated for its potential use in food and cosmetic products due to its antioxidant and antimicrobial properties.

Upstream product

• 1084-95-3 2-(2'-phenylethynyl)benzoic acid 
• 88-67-5 2-Iodobenzoic acid 
• 536-74-3 phenylacetylene 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 100-42-5 styrene 
• 65-85-0 benzoic acid 
• 934-56-5 trimethyl(phenyl)stannane 
• 215671-84-4 methyl 2-(2,2-dibromovinyl)benzoate 
• 110166-71-7 ethyl 2-(phenylethynyl)benzoate 
• 60815-16-9 2-(o-formylphenyl)-1-phenylethanone 
• 6091-64-1 2-bromobenzoic acid ethyl ester 
• 2881-31-4 2-(2-oxo-2-phenylethyl)benzoic acid 
• 1211899-95-4 2-(2-phenylethynyl)-N-propylbenzamide 
• 4410-99-5 2-mercaptophenylethane 

Downstream Products

• 4890-85-1 o-phenethylbenzoic acid 

Relevant articles and documents

Synthesis of 3-substituted isocoumarin derivatives via CuI-catalyzed reaction of o-bromobenzamides with 1,3-diketones

An approach to a variety of 3-substituted isocoumarins has been developed. The reaction proceeded from o-bromobenzamide derivatives and 1,3-diketones via CuI-catalyzed reaction in DMF under the action of KOat 120°C without ligands or additives. Georg Thieme Verlag Stuttgart · New York.

Cu(OAc)2 catalyzed ultrasound assisted rapid synthesis of isocoumarin derivatives bearing 3-oxobutyl moiety at C-4 position

A rapid synthesis of isocoumarins has been achieved via the Cu-catalysed cascade reaction involving tandem intramolecular cyclization followed by olefin addition under ultrasound irradiation. The methodology involved one-pot reaction of 2-alkynylbenzoate

Synthesis and Catalytic Activity of Atrane-type Hard and Soft Lewis Superacids with a Silyl, Germyl, or Stannyl Cationic Center

The synthesis and isolation of atrane-type molecules 1E+ (E=Si, Ge, or Sn) having a cationic group 14 elemental center are reported. The cations 1E+ act as hard and soft Lewis superacids, which readily interact with various hard and soft Lewis basic substrates. The rigid atrane framework stabilizes the localized positive charge on the elemental center and assists the formation of the well-defined highly coordinated states of 1E+. The cations were applied to the hydrodefluorination, Friedel-Crafts reaction, alkyne cyclization, and carbonyl reduction as Lewis acid catalysts. Most notably, [1Si][ClO4] exhibits unique chemoselectivity that depends on a solvent in the competitive reaction of silyl enol ether with a mixture of benzaldehyde dimethyl acetal and benzaldehyde. Our findings indicate the potential of hard and soft Lewis superacids in organic synthesis.

Palladium-catalyzed synthesis of α-aryl acetophenones from styryl ethers and aryl diazonium saltsviaregioselective Heck arylation at room temperature

Preparation of α-aryl acetophenones from styryl ethers and aryldiazonium salts is described. The reaction is catalyzed by palladium acetate at room temperature in the absence of ligand and base. The developed method is highly attractive in terms of reaction conditions, substrate scope, functional group tolerance and yields. Synthetic applications of the present method are demonstrated by preparing α-aryl indoles and 3-aryl isocoumarin from styryl ethers.