| Identification | More | [Name]
2-Mercaptobenzimidazole | [CAS]
583-39-1 | [Synonyms]
1H-BENZIMIDAZOLE-2-THIOL
1H-BENZO[D]IMIDAZOLE-2-THIOL
2-BENZIMIDAZOLETHIOL
2-MERCAPTOBENZIMIDAZOLE
TIMTEC-BB SBB004069
1,3-dihydro-2h-benzimidazole-2-thion
1,3-Dihydro-2H-benzimidazole-2-thione
1,3-Dihydro-benzoimidazole-2-thione
1H-Benzimidazol-2-yl hydrosulfide
2,3-Dihydro-1H-benzimidazole-2-thiol
2-Benzimidazolethione
2-Benzimidazolinethione
2-benzimidazolinthion
2H-Benzimidazole-2-thione, 1,3-dihydro-
2H-Benzimidazole-2-thione,1,3-dihydro-
2-Mercaptobenzoimidazole
2-merkaptobenzimidazol
2-Thiobenzimidazole
2-Thiol benzimidazole
Anitiegene MB | [EINECS(EC#)]
209-502-6 | [Molecular Formula]
C7H6N2S | [MDL Number]
MFCD00466107 | [Molecular Weight]
150.2 | [MOL File]
583-39-1.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow or white crystals | [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) | [Fp ]
>250°C | [storage temp. ]
2-8°C | [solubility ]
0.3g/l | [form ]
Powder | [pka]
10.24±0.10(Predicted) | [color ]
White to beige | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
<0.1 g/100 mL at 23.5 ºC | [Merck ]
14,1082 | [BRN ]
119867 | [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]
583-39-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin .
R22:Harmful if swallowed. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S24/25:Avoid contact with skin and eyes . | [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 | [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. | [Toxicity]
LD50 orally in Rabbit: 300 mg/kg |
| Hazard Information | Back Directory | [General Description]
White to yellow crystals or cream colored powder. Slight odor. | [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. | [Air & Water Reactions]
Dust explosion: 0.140 oz/ft3. Insoluble in water. This chemical is moisture sensitive. . | [Fire Hazard]
Flash point data for this chemical are not available; however, 2-MERCAPTOBENZIMIDAZOLE is probably combustible. | [Chemical Properties]
yellow or white crystals | [Uses]
An 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 | [Flammability and Explosibility]
Nonflammable | [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.] |
| Questions And Answer | Back Directory | [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/
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