Goitrin
Title: Goitrin
CAS Registry Number: 500-12-9
CAS Name: (5S)-5-Ethenyl-2-oxazolidinethione
Additional Names: 5-vinyl-2-thiooxazolidone; (-)-5-vinyl-2-oxazolidinethione
Molecular Formula: C5H7NOS
Molecular Weight: 129.18
Percent Composition: C 46.49%, H 5.46%, N 10.84%, O 12.39%, S 24.82%
Literature References: An antithyroid compd isolated from seeds of different species of Brassica, Cruciferae: Astwood et al., J. Biol. Chem. 181, 121 (1949); Greer, J. Am. Chem. Soc. 78, 1260 (1956). Stereochemistry: Kjaer et al., Acta Chem. Scand. 13, 144 (1959). Activity: Langer et al., Endokrinologie 57, 225 (1971).
Properties: Large prisms from ether, mp 50°. [a]D31 -70.5° (c = 2 in methanol). Behaves as a weak acid; pKa 10.5. Stable in alkali, but not in acid.
Melting point: mp 50°
pKa: pKa 10.5
Optical Rotation: [a]D31 -70.5° (c = 2 in methanol)

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