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2-Mercaptobenzimidazole

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2-Mercaptobenzimidazole Basic information
2-Mercaptobenzimidazole Chemical Properties
  • Melting point:300-304 °C (lit.)
  • Boiling point:270.6±23.0 °C(Predicted)
  • Density 1.42
  • refractive index 1.5500 (estimate)
  • Flash point:>250°C
  • storage temp. 2-8°C
  • solubility 0.3g/l
  • pka10.24±0.10(Predicted)
  • form Powder
  • 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.
  • CAS DataBase Reference583-39-1(CAS DataBase Reference)
  • NIST Chemistry Reference2-Mercaptobenzimidazole(583-39-1)
  • EPA Substance Registry System2-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 Temperature480 °C
  • TSCA Yes
  • HazardClass 6.1
  • PackingGroup III
  • HS Code 29339910
  • ToxicityLD50 orally in Rabbit: 300 mg/kg
MSDS
2-Mercaptobenzimidazole Usage And Synthesis
  • Description2-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
    1. 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.
    2. 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.
    3. Trachli, B., et al. "Protective effect of electropolymerized 2-mercaptobenzimidazole upon copper corrosion." Progress in Organic Coatings 44.1(2002):17-23.
    4. Wang, Lin. "Evaluation of 2-mercaptobenzimidazole as corrosion inhibitor for mild steel in phosphoric acid." Corrosion Science 43.12(2001):2281-2289.
    5. 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.
    6. https://www.alfa.com/en/catalog/A18350/
  • Chemical Propertiesyellow or white crystals
  • UsesAn antidegradant, protecting rubber from oxidation. An intermediate in the synthesis of Rabeprazole (R070500)
  • 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 DescriptionWhite to yellow crystals or cream colored powder. Slight odor.
  • Air & Water ReactionsDust explosion: 0.140 oz/ft3. Insoluble in water. 2-Mercaptobenzimidazole is moisture sensitive. .
  • Reactivity ProfileAn 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 HazardFlash point data for 2-Mercaptobenzimidazole are not available; however, 2-Mercaptobenzimidazole is probably combustible.
  • Safety ProfilePoison 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 MethodsCrystallise 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
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