104665-63-6

Basic information

• Product Name: 6,7-DIMETHOXY-4-METHYL-CHROMAN-2-ONE
• Synonyms: 6,7-DIMETHOXY-4-METHYL-CHROMAN-2-ONE
• CAS NO: 104665-63-6
• Molecular Formula: C12H14O4
• Molecular Weight: 222.23716
• Mol File: 104665-63-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 310.189°C at 760 mmHg
• Flash Point: 134.608°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: 6,7-DIMETHOXY-4-METHYL-CHROMAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-DIMETHOXY-4-METHYL-CHROMAN-2-ONE(104665-63-6)
• EPA Substance Registry System: 6,7-DIMETHOXY-4-METHYL-CHROMAN-2-ONE(104665-63-6)

Safety Data

• Hazardous Substances Data: 104665-63-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H14O4/c1-7-4-12(13)16-9-6-11(15-3)10(14-2)5-8(7)9/h5-7H,4H2,1-3H3

Upstream product

• 18921-82-9 2,2-dimethyl-5-ethylidene-1,3-dioxane-4,6-dione 
• 2033-89-8 3,4-dimethoxyphenol 

Relevant articles and documents

Yb(OTf)3-catalyzed reactions of 5-alkylidene Meldrum's acids with phenols: One-pot assembly of 3,4-dihydrocoumarins, 4-chromanones, coumarins, and chromones

The Yb(OTf)3-catalyzed annulation reactions of phenols with 5-alkylidene Meldrum's acids enabled the synthesis of structurally diverse heterocycles in high isolated yields. A series of 4-substituted 3,4-dihydrocoumarins, 2,2-disubstituted 4-chromanones, coumarins, and 2-substituted chromones were readily and efficiently assembled, including the naturally occurring coumarins citropten, scoparone, and ayapin. Addition of phenols to biselectrophilic 5-alkylidene Meldrum's acids proceeded through two distinct multibond-forming modes: Friedel-Crafts C-alkylation/(O-acylation and Friedel-Crafts C-acylation/O-alkylation. The regioselectivity of the catalytic annulation reaction was controlled by the degree of substitution on the alkylidene moiety.