Mercaptobenzimidazole Explained

Mercaptobenzimidazole is the organosulfur compound with the formula C6H4(NH)2C=S. It is the mercaptan of benzimidazole. It is a white solid that has been investigated as a corrosion inhibitor. The name is a misnomer because the compound is a thiourea, characterized with a short C=S bond length of 169 pm.[1] A similar situation applies to 2-mercaptoimidazole, which is also a thiourea properly called 2-imidazolidinethione and mercaptobenzothiazole, which is also a thioamide.

It is prepared from o-phenylenediamine.[2]

References

  1. 10.1107/S0567740876003026. The crystal and molecular structure of 2-mercaptobenzimidazole. 1976. Form. G. R.. Raper. E. S.. Downie. T. C.. Acta Crystallographica Section B: Structural Crystallography and Crystal Chemistry. 32. 2. 345–348.
  2. 10.15227/orgsyn.030.0056 . 2-Mercaptobenzimidazole. Organic Syntheses . 1950 . 30 . 56. J. A. . VanAllan. B. D.. Deacon .

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