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Merck
CN

M3205

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24896821
EC Number:
209-502-6
Beilstein/REAXYS Number:
119867
MDL number:
MFCD00466107
Assay:
98%

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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

SMILES string

S=C1Nc2ccccc2N1

assay

98%

mp

300-304 °C (lit.)

Quality Level

200

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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

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF2978V
WXBF1530V
WXBD7864V
WXBD7649V
WXBD6321V

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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
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
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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