2-Mercaptoimidazole

Base Information

• Chemical Name: 2-Mercaptoimidazole
• CAS No.: 872-35-5
• Deprecated CAS: 4708-60-5,55107-84-1,55107-84-1
• Molecular Formula: C3H4 N2 S
• Molecular Weight: 100.144
• Hs Code.: 29332900
• European Community (EC) Number: 212-823-4
• NSC Number: 112715
• UNII: FD37BLD6L2
• DSSTox Substance ID: DTXSID6061236
• Nikkaji Number: J40.193E
• Wikidata: Q27463637
• ChEMBL ID: CHEMBL3260774
• Mol file: 872-35-5.mol

Synonyms:2-mercaptoimidazole;2H-imidazole-2-thione;4-imidazoline-2-thione;imidazole-2-thiol

Chemical Property of 2-Mercaptoimidazole

Chemical Property:

• Vapor Pressure: 3.5mmHg at 25°C
• Melting Point: 228-231 °C(lit.)
• Boiling Point: 152.4°C at 760 mmHg
• PKA: 11.40±0.30(Predicted)
• Flash Point: 46°C
• PSA: 67.48000
• Density: 1.36g/cm³
• LogP: 0.69840
• Storage Temp.: 2-8°C
• Solubility.: methanol: soluble50mg/mL, clear to slightly hazy, colorless to y
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 100.00951931
• Heavy Atom Count: 6
• Complexity: 87

Purity/Quality:

98%,99%, ^*data from raw suppliers

1H-Imidazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CNC(=S)N1
• Uses: 2-Mercaptoimidazole has been used in chemical modification of silica gel for selective separation of mercury(II) from an aqueous solution.

Technology Process of 2-Mercaptoimidazole

There total 15 articles about 2-Mercaptoimidazole 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: 7.8%

ammonium thiocyanate (1147550-11-5) + Glycolaldehyde (141-46-8) → 1,3-dihydro-imidazole-2-thione (872-35-5)

Guidance literature:

With ammonium dihydrogen phosphate; ammonium chloride; at 60 ℃; pH=4; Reagent/catalyst;

DOI:10.1021/jacs.7b01562

Reference yield:

2,2'-dithiodi(imidazole) bis(perchloric acid) salt → 1H-imidazole (288-32-4) + 1,3-dihydro-imidazole-2-thione (872-35-5)

Guidance literature:

With Carbonate buffer; at 25 ℃; Kinetics;

Reference yield:

2,2-dimethoxyethylamine (22483-09-6) → 1,3-dihydro-imidazole-2-thione (872-35-5)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

2-methylsulfanyl-1H-imidazole

2-thioxo-2,3-dihydro-1H-imidazole-4-carboxylic acid

glycine ethyl ester hydrochloride

potassium thioacyanate

Downstream raw materials:

Imidazol-2-sulfonsaeure

2-methylimidazo<2,1-b>thiazole

2-methylsulfanyl-1H-imidazole

1H-imidazole

Refernces

• 1、 Kurzawa,Suszka. "Kinetics and mechanism of the nucleophilic cleavage of disulfide bond in 2,2′-dithio-diimidazoles with hydroxide ions". . p. 1487 - 1494. Retrieved 2008/09/18.
• 2、 Alam, Maksudul M.,Ito, Osamu. "Energy transfer, electron transfer, and addition reactions of triplet state of 1,3-dihydroimidazole-2-thiones investigated by laser flash photolysis". . p. 339 - 345. Retrieved 2007/10/03.