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2-Mercaptobenzimidazole

CAS No.
583-39-1
Chemical Name:
2-Mercaptobenzimidazole
Synonyms
1H-BENZO[D]IMIDAZOLE-2-THIOL;Mercaptobenzimidazole;Vulkanox;SuMilizer MB;Benzimidazole-2-thiol;2-BENZIMIDAZOLETHIOL;Benzimidazol-2-thiol;2-Mercapto benzanidazole;AOMB;asmmb
CBNumber:
CB8490256
Molecular Formula:
C7H6N2S
Molecular Weight:
150.2
MOL File:
583-39-1.mol
MSDS File:
SDS

2-Mercaptobenzimidazole 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
pka 10.24±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 Reference 583-39-1(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII 619CVM6HOK
NIST Chemistry Reference 2-Mercaptobenzimidazole(583-39-1)
EPA Substance Registry System 2-Mercaptobenzimidazole (583-39-1)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301-H312+H332-H315-H319-H335-H312-H332
Precautionary statements  P264-P270-P301+P310a-P321-P405-P501a-P261-P280-P305+P351+P338-P301+P310
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

2-Mercaptobenzimidazole price More Price(27)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR3123 Rabeprazole Related Compound C pharmaceutical secondary standard, certified reference material 583-39-1 50MG $466 2022-05-15 Buy
Sigma-Aldrich 51810 2-Mercaptobenzimidazole analytical standard 583-39-1 50mg $63 2022-05-15 Buy
Sigma-Aldrich 1598042 Rabeprazole Related Compound C United States Pharmacopeia (USP) Reference Standard 583-39-1 25mg $1370 2022-05-15 Buy
TCI Chemical B0055 2-Mercaptobenzimidazole >98.0%(HPLC)(T) 583-39-1 25g $14 2022-04-27 Buy
TCI Chemical B0055 2-Mercaptobenzimidazole >98.0%(HPLC)(T) 583-39-1 500g $73 2022-04-27 Buy
Product number Packaging Price Buy
PHR3123 50MG $466 Buy
51810 50mg $63 Buy
1598042 25mg $1370 Buy
B0055 25g $14 Buy
B0055 500g $73 Buy

2-Mercaptobenzimidazole Chemical Properties,Uses,Production

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.

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.]

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View Lastest Price from 2-Mercaptobenzimidazole manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-06-22 2-Mercaptobenzimidazole
583-39-1
US $1.00 / kg 20kg 99.95% 500tons Hebei Linwo New Material Technology Co., LTD
2022-03-04 2-Mercaptobenzimidazole
583-39-1
US $60.00 / bag 1bag 99 500 Shanxi Naipu Import and Export Co.,Ltd
2022-02-24 2-Mercaptobenzimidazole
583-39-1
US $15.00 / KG 1KG 99% 5tons/month Shanxi Lianxu New Material Co., LTD
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 usafek-6540 usafxf-21 Vulkanox MB Vulkanox MBI 2-Mercaptobenzimidazole≥ 99.5% 2-Benzimidazolethiol 1H-Benzo[d]imidazole-2-thiol 1,3-dihydro-2H-Benzimidazole-2-thione Antioxidant MB 2-benzimidazolinthion 2-Mercaptobenzimidaz 2-MercaptobenziMidazole, 98% 100GR 2-MercaptobenziMidazole, 98% 250GR 2-MercaptobenziMidazole, 98% 5GR 2-Mercapto-1H-benziMidazole o-Phenyleneth Sandant MB Lansoprazole related substance E 2-Mercapto beziMidazole 1H-BenziMidazol-2-thiol Lansoprazole EP IMpurity E 1H-benzo[d]iMidazole-2(3H)-thione 2-Mercapto-1H-benzimidazole, 2-Sulphanyl-1H-benzimidazole Rabeprazole Related CoMpound C 2-MercaptobenziMidazole, 98.0%(T) 2 - Mercapto benzene and iMidazole 2-Mercaptobenzimidazole, MBI 2-merkaptobenzimidazol 2-Thiobenzimidazole 2-Thiol benzimidazole Anitiegene MB Antiegene MB antiegenemb Antigen MB Antigene MB Antioxidant mb AntioxidantMB AOMB Asm MB asmmb Mercaptobenzoimidazole Merkaptobenzimidazol NCI-C56268 nci-c60980 Nocrac MB o-Phenylenethiourea Permanax 21 USAF ek-6540 USAF xf-21 Mercaptophenylimidazole Zinc salt of 2-Mercaptobenzimidazole (MBZ antioxidant)