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2-benzimidazolethiol

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EntityQ16004147· pop 5· linked from 4 articles

2-benzimidazolethiol

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Also 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.

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Vinony's link graph records 4 inbound references to 2-benzimidazolethiol, and connects out to mass density, digital object identifier and chemical formula.

It is catalogued under topics including Benzimidazoles, Chembox having GHS data and ECHA InfoCard ID from Wikidata.

Vinony links it to 4 Wikipedia language editions.

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

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

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Contents
  • 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.

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