2-Imidazolidinethione

Content sourced from Wikipedia, licensed under CC BY-SA 3.0.

2-Imidazolidinethione is an organosulfur compound with the formula C3H4N2S. It is a cyclic five-membered ring containing two nitrogens and a thiocarbonyl group (C=S). The C=S bond is short, about 169 picometers. The compound is often called 2-mercaptoimidazole, but that name refers to a tautomer that is not observed. The preferred IUPAC name is 1,5-dihydro-2H-imidazole-2-thione. 2-Imidazolidinethione can form various metal complexes and behaves similarly to mercaptobenzimidazole in bonding and reactivity.

Key properties:
- Appearance: white solid
- Molar mass: 100.14 g/mol
- Melting point: 225–227 °C
- Safety: can irritate skin and eyes and may irritate the respiratory system; handle with appropriate precautions

Related compounds include ethylene thiourea, aminothiazole, and 1,3-dihydroimidazol-2-one.