21315-28-6

Basic information

• Product Name: 3-ethyl-2-hydroxy-4H-chromen-4-one
• CAS NO: 21315-28-6
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.1953
• Mol File: 21315-28-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 302.3°C at 760 mmHg
• Flash Point: 118.3°C
• Density: 1.288g/cm³
• Vapor Pressure: 0.000443mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 3-ethyl-2-hydroxy-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethyl-2-hydroxy-4H-chromen-4-one(21315-28-6)
• EPA Substance Registry System: 3-ethyl-2-hydroxy-4H-chromen-4-one(21315-28-6)

Safety Data

• Hazardous Substances Data: 21315-28-6(Hazardous Substances Data)

Upstream product

• 2555-37-5 3-acetyl-4-hydroxychromen-2-one 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 64-17-5 ethanol 
• 1821-16-5 4,4'-dihydroxy-3,3'-ethane-1,1-diyl-bis-chromen-2-one 

Relevant articles and documents

Regioselective Access to Structurally Diverse Coumarin Analogues through Iron-Catalysed Annulation Reactions

A highly efficient iron-catalysed propargylation/alkyne oxacyclization/isomerization strategy is described. Biologically active furo[3,2-c]coumarins and pyrano[3,2-c]coumarins are expeditiously assembled in moderate to good yields and with a broad substrate scope. The regioselective access to different coumarins is mainly dependent on the terminal group of the secondary propargylic alcohol.

The Chemistry of Coumarin Derivatives Synthesis of 3-Alkyl-4-hydroxycoumarins by Reductive Fragmentation of 3,3'-Alkylidene-4,4'-dihydroxybis

Treatment of 3,3'-alkylidene-4,4'-dihydroxybis 1 with NaBH3CN in refluxing MeOH affords 3-alkyl-4-hydroxycoumarins 2 and 4-hydroxycoumarin (3; Scheme 1).The reaction may take place via hydride trapping of alkylidenechromandiones C formed from 1 in a retro-Michael reaction.Such a retro-Michael reaction of 1 might be biologically relevant.The presence of C during the reductive fragmentation 1 --> 2 is suggested by Diels-Alder and nucleophilic trapping of the alkylidenechromandiones C as well as from cross-over experiments with coumarins other than 3 (see Scheme 2).The reductive fragmentation of 1 allows the chemo- and regioselective synthesis of a variety of 3-alkyl-4-hydroxycoumarins 2 (see Table).