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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:
Molecular Weight:
150.20
Beilstein:
119867
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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.[1][2][3][4]

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.[5]
  • To synthesize S-arylated 2-mercapto-benzimidazoles via S-arylation with substituted aryl iodides using CuI and 1,10-phenanthroline.[6]

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

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

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2-Mercaptobenzimidazole as a copper corrosion inhibitor: Part I. Long-term immersion, 3D-profilometry, and electrochemistry
Finsgar M
Corrosion Science, 72, 82-89 (2013)
Evaluation of 2-mercaptobenzimidazole as corrosion inhibitor for mild steel in phosphoric acid
Wang L
Corrosion Science, 43(12), 2281-2289 (2001)
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
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
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

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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