Basic information Description Reference Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Synthetic Anti-infective Drugs >  Anti-tuberculous mycobacterium leprae drugs >  2-Mercaptobenzimidazole

2-Mercaptobenzimidazole

Basic information Description Reference Safety Supplier Related

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
More
Less

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)
More
Less

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

More
Less

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

  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 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-MercaptobenzimidazoleSupplier

Shanghai LanRun Chemical Co., Ltd. Gold
Tel
021-69515658 ; 69515628 13701998368
Email
longrunchem@163.com
Secco work (Beijing) chemical technology co., LTD Gold
Tel
0566-8928158
Email
343367102@QQ.COM
Shandong Vantage Specialty Chemicals Biotechnology Co., Ltd. Gold
Tel
133-96369453 18678026865
Email
sdfantai@163.com
Jiangsu zhenri Chemical Co., Ltd Gold
Tel
0510-85686299,0510-85686399 400-628-6299
Email
2458891188@qq.com
Hubei Shinader new materials Co., Ltd. Gold
Tel
13667241402
Email
shinader@163.com