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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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Sougata Sarkar et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(20), 6335-6342 (2012-04-05)
In the present study, surface-enhanced Raman spectra of a bifunctional Raman reporter, 2-mercaptobenzimidazole, has been found to be responsive exclusively towards Cu(2+) ions while the reporter remains anchored on the Au nanoparticle surface. Thus a specific Cu(2+)-ion-detection protocol emerges. The
M Backlund et al.
European journal of biochemistry, 261(1), 66-71 (1999-04-02)
The effect of several structurally different benzimidazole compounds on CYP1A1 expression at the transcriptional, mRNA and protein levels was investigated in the rat hepatoma H4IIE cell line. Omeprazole, thiabendazole, carbendazim, 2-mercaptobenzimidazole and 2-mercapto-5-methoxybenzimidazole caused a dose-dependent increase in CYP1A1 protein
Manuel Gadogbe et al.
Analytical and bioanalytical chemistry, 405(1), 413-422 (2012-10-25)
Determination of the true surface areas, concentrations, and particle sizes of gold nanoparticles (AuNPs) is a challenging issue due to the nanoparticle morphological irregularity, surface roughness, and size distributions. A ligand adsorption-based technique for determining AuNP surface areas in solution
Abolghasem Beheshti et al.
Journal of food science, 75(2), C135-C139 (2010-05-25)
Two multivariate calibration methods, partial least squares (PLS) and principal component regression (PCR), were applied to the spectrophotometric simultaneous determination of 2-mercaptobenzimidazole (MB) and 2-thiouracil (TU). A genetic algorithm (GA) using partial least squares was successfully utilized as a variable
Tae-Young Choi et al.
Pigment cell research, 20(2), 120-127 (2007-03-21)
Although many hypo-pigmenting agents are currently available, the demand for novel whitening agents is increasing, in part due to the weak effectiveness and unwanted side effects of currently available compounds. To screen for novel hypo-pigmenting agents, many methodologies such as
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