8-Mercaptoquinoline


8-Mercaptoquinoline is the organosulfur compound with the formula C9H7NSH. It is a derivative of the heterocycle quinoline, substituted in the 8-position with a thiol group. The compound is an analog of 8-hydroxyquinoline, a common chelating agent. In terms of physical properties, this compound crystallizes as a red solid dihydrate but the anhydrous compound is a blue liquid.
8-Mercaptoquinoline functions as a bidentate ligand for many metal ions.

Preparation

8-Mercaptoquinoline is usually prepared via quinoline-8-sulfonyl chloride. This species can be reduced with stannous chloride. Triphenylphosphine has also been used as a reductant.