108013-15-6

Basic information

• Product Name: 5,7-DIHYDROXY-4-PHENYL-2-CHROMANONE
• Synonyms: 5,7-DIHYDROXY-4-PHENYL-2-CHROMANONE;5,7-dihydroxy-4-phenyl-3,4-dihydro-2H-1-benzopyran-2-one
• CAS NO: 108013-15-6
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25
• Mol File: 108013-15-6.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5,7-DIHYDROXY-4-PHENYL-2-CHROMANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DIHYDROXY-4-PHENYL-2-CHROMANONE(108013-15-6)
• EPA Substance Registry System: 5,7-DIHYDROXY-4-PHENYL-2-CHROMANONE(108013-15-6)

Safety Data

• Hazardous Substances Data: 108013-15-6(Hazardous Substances Data)

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 102-92-1 cinnamoyl chloride 
• 104-55-2 3-phenyl-propenal 
• 109853-54-5 N-cinnamoyl oxazolidin-2-one 
• 140-10-3 (E)-3-phenylacrylic acid 
• 102-92-1 Cinnamoyl chloride 
• 103-26-4 methyl cinnamate 
• 5962-06-1 N-formamido-3-phenyl-2-propenamide 
• 4360-47-8 cinnamonitrile 
• 621-82-9 Cinnamic acid 

Relevant articles and documents

Annulation of a Highly Functionalized Diazo Building Block with Indoles under Sc(OTf)3/Rh2(OAc)4 Multicatalysis through Michael Addition/Cyclization Sequence

A highly functionalized and easily accessible six-carbon diazo building block has been developed and utilized as a 1,4-diacceptor for an efficient synthesis of functionalized tetrahydrocarbazoles, carbazoles, and tetrahydropyrido[1,2-a]indoles. The synthesis involves concurrent tandem catalysis by Sc(OTf)3 and Rh2(OAc)4. The role of Sc(OTf)3 is critical as it facilitates both the initial intermolecular Michael reaction of the indole and the subsequent Rh(II)-catalyzed intramolecular annulation. The products, tetrahydrocarbazoles and tetrahydropyridoindoles, are equipped with a β-ketoester and ester functionalities which can be utilized for further synthetic elaborations.

Fast and efficient synthesis of flavanones from cinnamic acids

A fast and efficient synthesis of flavanones from cinnamic acids in three steps has been developed. First, the cinnamic acid was converted to cinnamyol chlorides using SOCl2. The acid chlorides were then treated with substituted phenols in BF3· OEt2to furnish corresponding chalcones in 42(75% yields. Base-catalyzed cyclization of the chalcones at room temperature afforded corresponding flavones in 85–95% yields. The conversion of the cinnamic acid derivatives to corresponding chalcones was found to be sensitive to the position and nature of the substituents on the aromatic rings.

The Michael reaction of N-cinnamoylazoles with phenols. A simple synthesis of 4-arylchroman-2-ones and 1-arylbenzo[f]chroman-3-ones

4-Arylchroman-2-ones 3 and 1-arylbenzo[f]chroman-3-ones 6 have been prepared in moderate to good yields by reaction of dihydric or trihydric phenols with p-substituted N-cinnamoylazoles in dichloromethane under reflux in the presence of DBU.