2-Mercaptobenzimidazole
2-Mercaptobenzimidazole Basic information
- Product Name:
- 2-Mercaptobenzimidazole
- Synonyms:
-
- 2-Mercaptobenzimidazole Joyce
- Rabeprazolesodium EP Impurity F
- Rabeprazole Mercapto Impurity 2
- Rabeprazole-1
- 2,3-dihydrobenzimidazol-2-thione
- Rabeprazole Impurity 33(Rabeprazole EP Impurity F)
- 1,3-dihydro-2h-benzimidazole-2-thion
- 1,3-Dihydro-2H-benzimidazole-2-thione
- CAS:
- 583-39-1
- MF:
- C7H6N2S
- MW:
- 150.2
- EINECS:
- 209-502-6
- Product Categories:
-
- Aromatics
- Heterocycles
- Imidazole
- Intermediates of Rabeprazole
- Miscellaneous Reagents
- Sulfur & Selenium Compounds
- Rubber Chemicals
- BENZIMIDAZOLE
- Industrial/Fine Chemicals
- PHARMACEUTICAL INTERMEDIATES
- Organics
- Imidazoles
- Pyridines
- bc0001
- 583-39-1
- Mol File:
- 583-39-1.mol
2-Mercaptobenzimidazole Chemical Properties
- Melting point:
- 300-304 °C (lit.)
- Boiling point:
- 270.6±23.0 °C(Predicted)
- Density
- 1.42
- vapor pressure
- 0-0.001Pa at 25℃
- refractive index
- 1.5500 (estimate)
- Flash point:
- >250°C
- storage temp.
- 2-8°C
- solubility
- 0.3g/l
- form
- Powder
- pka
- 10.24±0.10(Predicted)
- color
- White to beige
- Water Solubility
- <0.1 g/100 mL at 23.5 ºC
- Merck
- 14,1082
- BRN
- 119867
- Stability:
- Stable. Incompatible with strong oxidizing agents.
- LogP
- 0.88-1.66 at 20-25℃
- CAS DataBase Reference
- 583-39-1(CAS DataBase Reference)
- NIST Chemistry Reference
- 2-Mercaptobenzimidazole(583-39-1)
- EPA Substance Registry System
- 2-Mercaptobenzimidazole (583-39-1)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38-22
- Safety Statements
- 26-36-24/25
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 2
- RTECS
- DE1050000
- Autoignition Temperature
- 480 °C
- TSCA
- Yes
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29339910
- Toxicity
- LD50 orally in Rabbit: 300 mg/kg
MSDS
- Language:English Provider:2-Benzimidazolethiol
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
2-Mercaptobenzimidazole Usage And Synthesis
Description
2-Mercaptobenzimidazole is a very useful corrosion inhibitor and cleaner. It can be used to remove the mercury (II) from aqueous solutions and chlor-alkali industry wastewater1. It can be added to the surface film to inhibit the corrosion of metals like copper2-3 and mild steel4. It can also be used as the carrier for the coated-wire mercury (II)-selective electrodes5.
2-Mercaptobenzimidazole is also used as an anti-degradant. It is utilized for protecting rubber from oxidation. It is also employed as an intermediate in the preparation of rabeprazole. Further, it finds application in anti-leprosy drugs in medicine6.
Reference
- Manohar, D. M., K. A. Krishnan, and T. S. Anirudhan. "Removal of mercury (II) from aqueous solutions and chlor-alkali industry wastewater using 2-mercaptobenzimidazole-clay." Water Research 36.6(2002):1609.
- Chadwick, D., and T. Hashemi. "Electron spectroscopy of corrosion inhibitors: Surface films formed by 2-mercaptobenzothiazole and 2-mercaptobenzimidazole on copper." Surface Science 89.1(1979):649-659.
- Trachli, B., et al. "Protective effect of electropolymerized 2-mercaptobenzimidazole upon copper corrosion." Progress in Organic Coatings 44.1(2002):17-23.
- Wang, Lin. "Evaluation of 2-mercaptobenzimidazole as corrosion inhibitor for mild steel in phosphoric acid." Corrosion Science 43.12(2001):2281-2289.
- Mazloum, M, M. K. Amini, and I. Mohammadpoor-Baltork. "Mercury selective membrane electrodes using 2-mercaptobenzimidazole, 2-mercaptobenzothiazole, and hexathiacyclooctadecane carriers." Sensors & Actuators B Chemical 63.1(2000):80-85.
- https://www.alfa.com/en/catalog/A18350/
Chemical Properties
yellow or white crystals
Uses
An antidegradant, protecting rubber from oxidation. An intermediate in the synthesis of Rabeprazole (R070500)
Uses
2-Mercaptobenzimidazole is used as an antidegradant. It is utilized for protecting rubber from oxidation. It is also employed as an intermediate in the preparation of rabeprazole. Further, it finds application in anti-leprosy drugs in medicine. In addition to this, it is used as a copper plating brightener.
Synthesis Reference(s)
Organic Syntheses, Coll. Vol. 4, p. 569, 1963
The Journal of Organic Chemistry, 29, p. 3209, 1964 DOI: 10.1021/jo01034a020
General Description
White to yellow crystals or cream colored powder. Slight odor.
Air & Water Reactions
Dust explosion: 0.140 oz/ft3. Insoluble in water. 2-Mercaptobenzimidazole is moisture sensitive. .
Reactivity Profile
An organosulfide and an amine. Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.
Fire Hazard
Flash point data for 2-Mercaptobenzimidazole are not available; however, 2-Mercaptobenzimidazole is probably combustible.
Flammability and Explosibility
Non flammable
Safety Profile
Poison by intraperitoneal and intravenous routes. Moderately toxic by ingestion. Skin and eye irritant. When heated to decomposition it emits toxic fumes of SO, and NO,. See also MERCAPTANS.
Purification Methods
Crystallise it from aqueous EtOH, AcOH or aqueous ammonia. It complexes with many metals. [Brown J Chem Soc 1976 1958, Beilstein 24 II 65, 24 III/IV 287.]
2-Mercaptobenzimidazole Preparation Products And Raw materials
Raw materials
Preparation Products
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