138188-50-8

Basic information

• Product Name: 4-hydroxy-3-<3-phenyl(1-2H1)prop-2-enylidene>bis<-2H-1-benzopyran-2-one>
• CAS NO: 138188-50-8
• Molecular Weight: 279.299
• Mol File: 138188-50-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-hydroxy-3-<3-phenyl(1-2H1)prop-2-enylidene>bis<-2H-1-benzopyran-2-one>(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-3-<3-phenyl(1-2H1)prop-2-enylidene>bis<-2H-1-benzopyran-2-one>(138188-50-8)
• EPA Substance Registry System: 4-hydroxy-3-<3-phenyl(1-2H1)prop-2-enylidene>bis<-2H-1-benzopyran-2-one>(138188-50-8)

Safety Data

• Hazardous Substances Data: 138188-50-8(Hazardous Substances Data)

Upstream product

• 132356-46-8 4,4'-dihydroxy-3,3'-(3-phenylprop-2-enylidene)bis<2H-1-benzopyran-2-one> 

Relevant articles and documents

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).