3H-1,3-Benzoselenazole-2-thione

Base Information

• Chemical Name: 3H-1,3-Benzoselenazole-2-thione
• CAS No.: 10486-58-5
• Molecular Formula: C7H5 N S Se
• Molecular Weight: 214.15
• Hs Code.: 2930909090
• European Community (EC) Number: 680-622-2
• DSSTox Substance ID: DTXSID10475962
• Nikkaji Number: J1.573.154K
• Wikidata: Q72488488
• Mol file: 10486-58-5.mol

Synonyms:2-mercaptobenzselenazole;10486-58-5;3H-1,3-BENZOSELENAZOLE-2-THIONE;Benzo[d][1,3]selenazole-2-thiol;1,3-BENZOSELENAZOLE-2-THIOL;1,3-Benzoselenazole-2(3H)-thione;mercaptobenzoselenazol;SCHEMBL2883530;SCHEMBL9313338;2-MERCAPTOBENZOSELENAZOLE;DTXSID10475962;VVEQSNONASWWMH-UHFFFAOYSA-N;AKOS015912281;FT-0612757

Chemical Property of 3H-1,3-Benzoselenazole-2-thione

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 157-158°C
• Boiling Point: 321.5°Cat760mmHg
• PKA: 9.87±0.20(Predicted)
• Flash Point: 148.2°C
• PSA: 51.69000
• Density: g/cm³
• LogP: 1.58050
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 214.93079
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

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

2-MERCAPTO BENZSELENAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/25:Toxic by inhalation and if swallowed.; R33:Danger of cummulative effects.; R50/53:Very toxic to aquatic org
• Hazard Codes: R23/25:Toxic by inhalation and if swallowed.; R33:Danger of cummulative effects.; R50/53:Very toxic to aquatic org
• Statements: 23/25-33-50/53
• Safety Statements: 20/21-28-45-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=S)[Se]2

Technology Process of 3H-1,3-Benzoselenazole-2-thione

There total 10 articles about 3H-1,3-Benzoselenazole-2-thione 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: 90.0%

bis(o-nitrophenyl) diselenide (35350-43-7) → benzo[d][1,3]selenazole-2(3H)-thione (10486-58-5)

Guidance literature:

With carbon disulfide; sodium hydroxide; sodium hydrogensulfide; Heating;

DOI:10.1039/b101757h

Reference yield: 90.0%

carbon disulfide (75-15-0,12122-00-8) + bis(o-nitrophenyl) diselenide (35350-43-7) → benzo[d][1,3]selenazole-2(3H)-thione (10486-58-5)

Guidance literature:

bis(o-nitrophenyl) diselenide; With sodium hydroxide; sodium hydrogensulfide; at 20 ℃;

carbon disulfide; In sodium hydroxide; for 2h; Heating;

DOI:10.1039/b203317h

Reference yield: 75.0%

1-bromo-2-isothiocyanatobenzene (13037-60-0) → benzo[d][1,3]selenazole-2(3H)-thione (10486-58-5)

Guidance literature:

1-bromo-2-isothiocyanatobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;

With selenium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With ammonium chloride; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1002/hlca.201200014

upstream raw materials:

bis(o-nitrophenyl) diselenide

carbon disulfide

ortho-nitrophenyl selenocyanate

2-nitrobenzenediazonium tetrafluoroborate

Downstream raw materials:

4-(1,3-benzoselenazol-2-ylthio)-3-methyl-5-oxo-N-phenyl-2,5-dihydro-1H-pyrazol-1-carboxamide

C₁₉H₁₈N₄O₃SSe

(3-methyl-3H-benzoselenazol-2-ylidene)-(4-nitro-benzylidene)-hydrazine

Refernces

• 1、 Casar,Benard-Rocherulle,Marechal,Lorcy. "Route towards diselenadiazafulvalenes". . p. 1336 - 1337. Retrieved 2001.
• 2、 Kobayashi, Kazuhiro,Yokoi, Yuki. "A convenient synthesis of 2-sulfanylbenzoselenazole derivatives via the reaction of 2-lithiophenyl isothiocyanates with selenium". experimental part. p. 761 - 765. Retrieved 2012/06/16.