Title: Pimpinellin
CAS Registry Number: 131-12-4
CAS Name: 5,6-Dimethoxy-2H-furo[2,3-h]-1-benzopyran-2-one
Additional Names: 4-hydroxy-6,7-dimethoxy-5-benzofuranacrylic acid d-lactone
Molecular Formula: C13H10O5
Molecular Weight: 246.22
Percent Composition: C 63.41%, H 4.09%, O 32.49%
Literature References: Found in Pimpinella saxifraga L., Heracleum spondylium L., H. lanatum Michx., and H. panaces L., Umbelliferae. Isoln: Heut, Arch. Pharm. 236, 162 (1898); Herzog, Hancu, ibid. 246, 402 (1908); Wessely, Kallab, Monatsh. Chem. 59, 161 (1932); Späth, Simon, ibid. 67, 344 (1936); Fujita, Furuya, J. Pharm. Soc. Jpn. 74, 795 (1954); 76, 535 (1956); Svendsen, Ottestad, Pharm. Acta Helv. 32, 457 (1957); Svendsen, C.A. 52, 2173g (1958); Svendsen et al., Planta Med. 7, 113 (1959); Pharm. Acta Helv. 34, 33 (1959); Jastrzebski, C.A. 54, 1205b (1960). Synthesis: M. W. Reed, H. W. Moore, J. Org. Chem. 53, 4166 (1988).
Properties: Off-white needles from methylene chloride/hexane, mp 119°. Practically insol in water. Sol in alcohol. Absorption spectrum: Wessely, Koltan, Monatsh. Chem. 86, 430 (1955).
Melting point: mp 119° |