8-Mercaptoquinoline Explained

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. The compound is a colorless solid.[1]

Preparation

Quinoline reacts with chlorosulfuric acid to form quinoline-8-sulfonyl chloride, which reacts with triphenylphosphine in toluene to form 8-mercaptoquinoline.[2]

References

  1. Fleischer, Holger "Structural chemistry of complexes of (n - 1)d10nsm metal ions with β-N-donor substituted thiolate ligands (m=0, 2)" Coordination Chemistry Reviews 2005, volume 249, pp. 799-827.
  2. Rao. Heng. Yu. Wen-Qian. Zheng. Hui-Qin. Bonin. Julien. Fan. Yao-Ting. Hou. Hong-Wei. Highly efficient photocatalytic hydrogen evolution from nickel quinolinethiolate complexes under visible light irradiation. Journal of Power Sources. 324. 2016. 253–260. 0378-7753. 10.1016/j.jpowsour.2016.05.095. 2016JPS...324..253R .

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