132794-01-5

Basic information

• Product Name: (3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one
• Synonyms: 4H-1-benzopyran-4-one, 2,3-dihydro-3-[(4-hydroxy-3-methoxyphenyl)methylene]-, (3E)-
• CAS NO: 132794-01-5
• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.2907
• Mol File: 132794-01-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 485.4°C at 760 mmHg
• Flash Point: 182.3°C
• Density: 1.318g/cm³
• Vapor Pressure: 4.79E-10mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: (3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one(132794-01-5)
• EPA Substance Registry System: (3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,3-dihydro-4H-chromen-4-one(132794-01-5)

Safety Data

• Hazardous Substances Data: 132794-01-5(Hazardous Substances Data)

Upstream product

• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 121-33-5 vanillin 

Relevant articles and documents

Rhodium-Catalyzed Asymmetric Transfer Hydrogenation/Dynamic Kinetic Resolution of 3-Benzylidene-Chromanones

Straightforward access to enantiomerically enriched cis-3-benzyl-chromanols from (E)-3-benzylidene-chromanones was developed through Rh-catalyzed asymmetric transfer hydrogenation. This transformation allowed the reduction of both the CaC and CaO bonds and the formation of two stereocenters in high yields with excellent levels of diastereo- A nd enantioselectivities (up to >99:1 dr, up to >99% ee) in a single step through a dynamic kinetic resolution process using a low catalyst loading and HCO2H/DABCO as the hydrogen source.

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A series of 3-benzylidenechroman-4-ones, 3-benzylidenethiochroman-4-ones, and 2-benzylidene-1-tetralones have been synthesised and tested for their in vitro antifungal activity. Some of them were inactive; others displayed good activity against Cryptococcus neoformans, Torulopsis glabrata and Trichosporon cutaneum.