Structural Formula Vector Image
Title: Sulfuretin
CAS Registry Number: 120-05-8
CAS Name: (Z)-2-[(3,4-Dihydroxyphenyl)methylene]-6-hydroxy-3(2H)-benzofuranone
Additional Names: 2-(3,4-dihydroxybenzylidene)-6-hydroxy-3(2H)-benzofuranone; 3¢,4¢,6-trihydroxyaurone; 3¢,4¢,6-trihydroxybenzalcoumaranone
Molecular Formula: C15H10O5
Molecular Weight: 270.24
Percent Composition: C 66.67%, H 3.73%, O 29.60%
Literature References: Flavonoid pigment responsible for the yellow color of certain species of Compositae. Isoln from Cosmos sulphureus Cav., Compositae: Shimokoriyama, Hattori, J. Am. Chem. Soc. 75, 1900 (1953); from Dahlia variabilis Desf., Compositae: Nordström, Swain, Arch. Biochem. Biophys. 60, 329 (1956). Prepn by condensation of 6-hydroxy-3-coumaranone and protocatechuic alcohol: Nordström, Swain, ibid. Prepn and structure studies: Geissman, Jurd, J. Am. Chem. Soc. 76, 4475 (1954); Farkas et al., Ber. 92, 2847 (1959). Structure: Shimokoriyama, Geissman, J. Org. Chem. 25, 1956 (1960).
Properties: Orange crystals from dil alc, mp 280-285° (Shimokoriyama), mp 315° (dec) (Nordström), mp 302-304° (Farkas). uv max: 398 nm.
Melting point: mp 280-285° (Shimokoriyama); mp 315° (dec) (Nordström); mp 302-304° (Farkas)
Absorption maximum: uv max: 398 nm
Derivative Type: Triacetate
Molecular Formula: C21H16O8
Molecular Weight: 396.35
Percent Composition: C 63.64%, H 4.07%, O 32.29%
Properties: Pale yellow needles from methanol, mp 191-194° (Shimokoriyama), mp 167-168° (Nordström).
Melting point: mp 191-194° (Shimokoriyama); mp 167-168° (Nordström)

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