10069. Xanthyletin

Nomenclature

CAS number: 553-19-5
8,8-Dimethyl-2H,8H-benzo[1,2-b:5,4-b′]dipyran-2-one; 7-hydroxy-2,2-dimethyl-2H-1-benzopyran-6-acrylic acid δ-lactone; 2,2-dimethylchromenocoumarin.
C14H12O3; mol wt 228.24.
C 73.67%, H 5.30%, O 21.03%.

Description and references

Linear pyranocoumarin found in Xanthoxylum americanum Mill., Luvanga scandens Ham., Citrus acida Roxb., Rutaceae; Chloroxylon swietenia DC., Meliaceae. Isoln: Bell, Robertson, J. Chem. Soc. 1936, 1828; Bell et al., ibid. 1937, 1542; Spth et al., Ber. 72, 1450 (1939); Bose, Mookerjee, J. Indian Chem. Soc. 21, 181 (1944); Mookerjee, ibid. 23, 41 (1946); King et al., J. Chem. Soc. 1954, 1392. Synthesis: Spth, Hillel, Ber. 72, 2093 (1939); Steck, Can. J. Chem. 49, 2297 (1971); P. Waykole et al., Indian J. Chem. 19B, 238 (1980); V. K. Ahluwalia et al., Monatsh. Chem. 112, 119 (1981); J. Banerji et al., Indian J. Chem. 21B, 496 (1982).

Chemical structure

Properties

Elongated flat prisms from methanol, mp 130-131°. bp0.1 140-145°. uv max: 266, 348 nm (log ε 4.34, 4.15).