3374-03-6

Basic information

• Product Name: 7-Hydroxy-6-methoxy-4-methyl-2H-1-benzopyran-2-one
• Synonyms: 7-Hydroxy-6-methoxy-4-methyl-2H-1-benzopyran-2-one
• CAS NO: 3374-03-6
• Molecular Formula: C₁₁H₁₀O₄
• Molecular Weight: 206.1947
• Mol File: 3374-03-6.mol

Chemical Properties

• Boiling Point: 411.3°Cat760mmHg
• Flash Point: 167.1°C
• Appearance: /
• Density: 1.309g/cm³
• Vapor Pressure: 2.37E-07mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 7-Hydroxy-6-methoxy-4-methyl-2H-1-benzopyran-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Hydroxy-6-methoxy-4-methyl-2H-1-benzopyran-2-one(3374-03-6)
• EPA Substance Registry System: 7-Hydroxy-6-methoxy-4-methyl-2H-1-benzopyran-2-one(3374-03-6)

Safety Data

• Hazardous Substances Data: 3374-03-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 26, p. 1215, 1961 DOI: 10.1021/jo01063a056

InChI:InChI=1/C11H10O4/c1-6-3-11(13)15-9-5-8(12)10(14-2)4-7(6)9/h3-5,12H,1-2H3

Upstream product

• 6100-60-3 4-methoxybenzene-1,3-diol 
• 141-97-9 ethyl acetoacetate 
• 529-84-0 6,7-dihydroxy-4-methylcoumarin 
• 74-88-4 methyl iodide 
• 7664-93-9 sulfuric acid 

Relevant articles and documents

Role of basicity, calcinations, catalytic activity and recyclability of hydrotalcite in eco-friendly synthesis of coumarin derivatives

An efficient and simple protocol is described for synthesis of coumarin derivatives using Mg-Al-CO3 and Ca-Al-CO3 hydrotalcite as an environmental friendly and reusable heterogeneous catalyst under solvent free conditions. The catalysts were characterized by Hammett titration, SEM and XRD data. Present study revealed that catalytic activity and basicity depend on compositions of hydrotalcite. The calcined hydrotalcite with an Mg/Al of 3:1 derived from calcinations at 750 K was found to be suitable catalyst that gives the highest basicity and the best catalytic activity for this reaction. Catalyst allows short reaction time, high catalytic activity, easy to work up and is reusable. Step economy, atom efficiency and solvent free conditions are some important salient features of this protocol.

Synthesis of coumarin by Yb(OTf)3 catalyzed Pechmann reaction under the solvent-free conditions

Yb(OTf)3 is used as an alternative to conventional acid catalysts in the Pechmann condensation reaction of phenols with β-keto esters leading to the formation of coumarin derivatives. This new method has the advantage of high yields, solvent-free conditions, short reaction times and reusability of the catalyst with no loss of yield. Ytterbium triflate catalyzed Pechmann reaction applied to synthesis of coumarin derivatives is simple and environmentally friendly process.

Regioselective Mono-O-alkylation of some Pyrocatechoxide Dianions

In dimethyl sulphoxide the dianions derived from 2,3- or 3,4-dihydroxybenzaldehydes and 4-methylesculetin afford products corresponding to alkylation at the less acidic site while the monoanions give the isomeric phenols.