Chelidonic Acid

Title: Chelidonic Acid
CAS Registry Number: 99-32-1
CAS Name: 4-Oxo-4H-pyran-2,6-dicarboxylic acid
Additional Names: 4-oxo-1,4-pyran-2,6-dicarboxylic acid; Jerva acid; jervasic acid
Molecular Formula: C7H4O6
Molecular Weight: 184.10
Percent Composition: C 45.67%, H 2.19%, O 52.14%
Literature References: Presence in various plants: Stransky, Arch. Pharm. 258, 56 (1920); Ramstad, Pharm. Acta Helv. 28, 45 (1953). Structure: Verkade, Recl. Trav. Chim. Pays-Bas 43, 879 (1924). Synthesis: Riegel, Reinhard, J. Am. Chem. Soc. 48, 1334 (1926); Riegel, Zwilgmeyer, Org. Synth. coll. vol. II, 126 (1943); Toomey, Riegel, J. Org. Chem. 17, 1492 (1952).
Properties: Crystals, dec 257°. uv max (water): 270 nm (e 11500). One gram dissolves in 65 ml water, 26 ml boiling water. Sparingly sol in alc.
Absorption maximum: uv max (water): 270 nm (e 11500)
Derivative Type: Monohydrate
Properties: Monoclinic crystals from hot alcohol + water. The water of crystn is given up when heated at 102° and then at 160° to constant weight.
Derivative Type: Sodium salt
Properties: Sparingly sol in water.
Chelidonine CHES Chimaphilin Chimonanthine Chimyl Alcohol