2-Mercaptobenzimidazole

Base Information

• Chemical Name: 2-Mercaptobenzimidazole
• CAS No.: 583-39-1
• Deprecated CAS: 124449-02-1,12640-35-6,138464-55-8,2080-59-3,2254-59-3,49608-67-5,98443-73-3,134469-07-1,138464-55-8,2080-59-3,2254-59-3,49608-67-5,98443-73-3
• Molecular Formula: C7H6N2S
• Molecular Weight: 150.204
• Hs Code.: 29339910
• European Community (EC) Number: 209-502-6
• NSC Number: 186246,21414
• UN Number: 2811
• UNII: 619CVM6HOK
• DSSTox Substance ID: DTXSID9025536
• Nikkaji Number: J1.632B
• Wikipedia: Mercaptobenzimidazole
• Wikidata: Q16004147
• ChEMBL ID: CHEMBL70141
• Mol file: 583-39-1.mol

Synonyms:2-mercaptobenzimidazole;2-mercaptobenzimidazole, monosodium salt;2-mercaptobenzimidazole, zinc (2:1) salt

Chemical Property of 2-Mercaptobenzimidazole

Chemical Property:

• Appearance/Colour: White to yellow crystals or cream colored powder
• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 300-304 °C(lit.)
• Refractive Index: 1.714
• Boiling Point: 270.6 °C at 760 mmHg
• PKA: 10.24±0.10(Predicted)
• Flash Point: 117.5 °C
• PSA: 67.48000
• Density: 1.39 g/cm³
• LogP: 1.85160
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility.: 0.3g/l
• Water Solubility.: <0.1 g/100 mL at 23.5℃
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.02516937
• Heavy Atom Count: 10
• Complexity: 142
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

2-Mercaptobenzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Imidazoles
• Canonical SMILES: C1=CC=C2C(=C1)NC(=S)N2
• 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.
• Uses: An antidegradant, protecting rubber from oxidation. An intermediate in the synthesis of Rabeprazole (R070500) 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.

Technology Process of 2-Mercaptobenzimidazole

There total 62 articles about 2-Mercaptobenzimidazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

carbon disulfide (75-15-0,12122-00-8) + 1,2-diamino-benzene (95-54-5) → 2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3)

Guidance literature:

With potassium hydroxide; In ethanol; Heating;

DOI:10.1134/S1070428006030183

Reference yield: 95.0%

sodium trithiocarbonate (534-18-9) + 1,2-diamino-benzene (95-54-5) → 1-methyl-2-pyridinethione (2044-27-1) + 2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3)

Guidance literature:

With 2-chloro-1-methyl-pyridinium iodide; In dimethyl sulfoxide; at 40 ℃; for 1h;

DOI:10.1246/cl.1982.641

Reference yield: 95.0%

tetrachloromethane (56-23-5) + 1,2-diamino-benzene (95-54-5) → 2,3-dihydrobenzimidazol-2-thione (583-39-1,2080-59-3)

Guidance literature:

With sodium sulfide; N-benzyl-N,N,N-triethylammonium chloride; In water; for 8h; Ambient temperature;

upstream raw materials:

2-(benzylthio)-1H-benzo[d]imidazole

potassium thioacyanate

o-phenylenediamine hydrochloride

thiourea

Downstream raw materials:

2-methyl-4H-<1,3>oxazino<3,2-a>benzimidazol-4-one

2-methyl-4H-<1,3>thiazino<3,2-a>benzimidazol-4-one

1,4-bis(benzimidazolylthio)butane

2-Hydroxy-4-oxo-3-phenylbenzo-4H-imidazo<2,1-b><1,3>thiazine

Refernces

• 1、 Jiang, Lvqi,Yi, Wenbin,Wei, Jingjing,Liang, Shuaishuai. "Synthesis of thiocarbamoyl fluorides and isothiocyanates using amines with CF3SO2Cl". . p. 12374 - 12381. Retrieved 2020/11/10.
• 2、 Ding, Chaochao,Wang, Shaoli,Sheng, Yaoguang,Dai, Qian,Zhao, Yunjie,Liang, Guang,Song, Zengqiang. "One-step construction of unsymmetrical thioureas and oxazolidinethiones from amines and carbon disulfide: Via a cascade reaction sequence". . p. 26768 - 26772. Retrieved 2019/09/06.