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M3205

Sigma-Aldrich

2-Mercaptobenzimidazole

98%

Synonym(s):

1,3-Dihydro-2H-benzimidazole-2-thione, 2-Benzimidazolethiol

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About This Item

Empirical Formula (Hill Notation):
C7H6N2S
CAS Number:
583-39-1
Molecular Weight:
150.20
Beilstein:
119867
EC Number:
209-502-6
MDL number:
MFCD00466107
UNSPSC Code:
12352100
PubChem Substance ID:
24896821
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

300-304 °C (lit.)

SMILES string

S=C1Nc2ccccc2N1

InChI

1S/C7H6N2S/c10-7-8-5-3-1-2-4-6(5)9-7/h1-4H,(H2,8,9,10)

InChI key

YHMYGUUIMTVXNW-UHFFFAOYSA-N

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General description

2-Mercaptobenzimidazole is a good corrosion inhibitor as it reduces the corrosion rate of metals.

Application

2-Mercaptobenzimidazole can be used:
  • To prepare 2-benzimidazolylthioacetophenones by reacting with aromatic ketones, which is a key intermediate for the synthesis of thiazolo[3,2-a]benzimidazoles.
  • To synthesize S-arylated 2-mercapto-benzimidazoles via S-arylation with substituted aryl iodides using CuI and 1,10-phenanthroline.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301,H317,H373,H412

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 3 - Skin Sens. 1A - STOT RE 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yuqin Li et al.
Colloids and surfaces. B, Biointerfaces, 104, 311-317 (2013-01-22)
The interaction of 2-mercaptobenzimidazole (MBI) with human serum albumin (HSA) was studied in vitro by equilibrium dialysis under normal physiological conditions. This study used fluorescence, ultraviolet-visible spectroscopy (UV-vis), Fourier transform infrared (FT-IR), circular dichroism (CD) and Raman spectroscopy, atomic force
D M Manohar et al.
Water research, 36(6), 1609-1619 (2002-05-09)
The 2-mercaptobenzimidazole loaded natural clay was prepared for the removal of Hg(II) from aqueous media. Adsorption of the metal ions from aqueous solution as a function of solution concentration, agitation time, pH, temperature, ionic strength, particle size of the adsorbent
Edésio F C Alcântara et al.
Journal of colloid and interface science, 311(1), 1-7 (2007-04-10)
The compound 2-mercaptobenzimidazole (MBI) was attached onto a silica gel surface by homogeneous and heterogeneous routes. Both silica modification methodologies resulted in similar products, named SiM(hom) and SiM(het), respectively. These materials were characterized by surface area, infrared, thermogravimetry, and 13C
S-arylation of mercaptobenzimidazoles using Cu (I) catalysts-experimental and theoretical observations
Sekar R, et al.
Tetrahedron Letters, 52(26), 3347-3352 (2011)
Kazue Sakemi et al.
Archives of toxicology, 76(12), 682-691 (2002-11-27)
2-Mercaptobenzimidazole (MBI), a rubber antioxidant, is known to exhibit potent thyroid toxicity in rats, whereas its methylated derivatives are much less toxic. To characterize this methyl-substituent effect on the thyroid toxicity of MBI, comparative toxicokinetic analyses have been conducted in
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