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2-benzimidazolethiol
Sign in to saveAlso known as mercaptobenzimidazole, 2-mercaptobenzimidazole, 1,3-dihydrobenzimidazole-2-thione
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. A similar situation applies to 2-mercaptoimidazole, which is also a thiourea properly called 2-imidazolidinethione and mercaptobenzothiazole, which is also a thioamide.
Chemical data
- Formula
- C7H6N2S
- Molecular weight
- 150.2 g/mol
- IUPAC name
- 1,3-dihydrobenzimidazole-2-thione
- SMILES
- C1=CC=C2C(=C1)NC(=S)N2
- InChIKey
- YHMYGUUIMTVXNW-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 56.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 150.025
Show 4 more facts
- chemical formula
- C₇H₆N₂S
- canonical SMILES
- C1=CC=C2C(=C1)NC(=S)N2
- melting point
- 303.0
- Commons category
- Mercaptobenzimidazole
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
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. 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.
Excerpted from Wikipedia’s “2-benzimidazolethiol” article, available under the CC BY-SA 4.0 licence.