Bis(2-nitrophenyl) disulfide

Base Information

• Chemical Name: Bis(2-nitrophenyl) disulfide
• CAS No.: 1155-00-6
• Molecular Formula: C12H8N2O4S2
• Molecular Weight: 308.339
• Hs Code.: 29309099
• European Community (EC) Number: 214-581-5
• NSC Number: 646126,203
• UNII: V96F666S32
• DSSTox Substance ID: DTXSID1061572
• Nikkaji Number: J60.269H
• Wikidata: Q72446596
• ChEMBL ID: CHEMBL121560
• Mol file: 1155-00-6.mol

Synonyms:Bis(2-nitrophenyl) disulfide;1155-00-6;Disulfide, bis(2-nitrophenyl);2-Nitrophenyl Disulfide;1,2-bis(2-nitrophenyl)disulfane;2,2'-Dinitrodiphenyl disulfide;o-Nitrophenyl disulfide;1-Nitro-2-[(2-nitrophenyl)disulfanyl]benzene;Disulfide, bis(o-nitrophenyl);o,o'-Dinitrodiphenyl disulfide;Bis(o-nitrophenyl) disulfide;Disulfide, bis(nitrophenyl);NSC 203;NSC-203;1,1'-disulfanediylbis(2-nitrobenzene);Bis(2-nitrophenyl) disulphide;NSC203;EINECS 214-581-5;NSC646126;V96F666S32;NSC 646126;AI3-08905;MFCD00007130;Bis(2-nitrophenyl)disulfide;2,2'-Dinitro diphenyl disulfide;Di-2-nitrophenyl Disulfide;disulfide,bis(2-nitrophenyl);Disulfide, bis (o-nitrophenyl);Bis(2-nitropheny1)disulfide;Bis(2-nitrophenyl) persulfide;SCHEMBL224666;Bis-(2-nitrophenyl) disulfide;Bis-(2-nitrophenyl)-disulfide;CHEMBL121560;DTXSID1061572;UNII-V96F666S32;CS-M1920;BBL003849;Bis(2-nitrophenyl) disulfide, 99%;STK396367;AKOS002271119;NSC-646126;AC-16463;AS-59694;BP-12511;B0503;FT-0623019;D71185;1-Nitro-2-[(2-nitrophenyl)disulfanyl]benzene #;J-003297;Hydroxy(2-((2-(hydroxy(oxido)amino)phenyl)dithio)phenyl)azane oxide

Chemical Property of Bis(2-nitrophenyl) disulfide

Chemical Property:

• Appearance/Colour: yellow to yellow-green crystalline powder
• Vapor Pressure: 1.36E-07mmHg at 25°C
• Melting Point: 194-197 °C(lit.)
• Refractive Index: 1.718
• Boiling Point: 441.9 °C at 760 mmHg
• Flash Point: 221.1 °C
• PSA: 142.24000
• Density: 1.52 g/cm³
• LogP: 5.34880
• Storage Temp.: Store at +15°C to +25°C.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 307.99254909
• Heavy Atom Count: 20
• Complexity: 324

Purity/Quality:

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

Bis(o-Nitrophenyl)Disulfide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)[N+](=O)[O-])SSC2=CC=CC=C2[N+](=O)[O-]
• Uses: Bis(o-Nitrophenyl) Disulfide, can be used in a PVC membrane electrode as a sensor for zinc ions. It is also a building block used for the synthesis of various pharmaceutical compounds. It can be used for the preparation of a series of 4-Azaindole inhibitors of c-Met kinase.

Technology Process of Bis(2-nitrophenyl) disulfide

There total 208 articles about Bis(2-nitrophenyl) disulfide 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: 100.0%

4-[(2-nitrophenyl)sulfanyl]morpholine (7257-62-7) + S-(2-nitrophenyl)-3-pyridinecarbothioate (78966-71-9) → bis(2-nitrophenyl)disulfide (1155-00-6) + nicopholine (492-85-3)

Guidance literature:

With triphenylphosphine; at 18 - 20 ℃;

Reference yield: 68.0%

9-fluorenyltrimethylstannane (43133-20-6) + 2-nitrobenzenesulfenyl chloride (7669-54-7) → bis(2-nitrophenyl)disulfide (1155-00-6) + 9-fluorenone (486-25-9,952573-42-1) + o-Nitrophenyl 9-fluorenyl sulfide (77443-73-3)

Guidance literature:

With air; In dichloromethane; at 20 ℃; for 0.166667h; Product distribution; Mechanism;

Reference yield: 16.7%

o-nitrothiophenol (4875-10-9) → bis(2-nitrophenyl)disulfide (1155-00-6) + 2-amino-1-benzenesulfonic acid (88-21-1)

Guidance literature:

With water; In 1,4-dioxane; at 87 ℃; for 8h;

DOI:10.1039/P29880000691

upstream raw materials:

tetrachloromethane

9,9'-bis-(2-nitro-phenylsulfanyl)-[9,9']bifluorenyl

o-nitrobenzenesulfenanilide

aniline hydrochloride

Downstream raw materials:

o-nitrothiophenol

1,2-bis-(2-nitro-phenylsulfanyl)-ethene

2-thioxo-3H-1,3-benzothiazole

2-nitrobenzenesulfenyl bromide

Refernces

• 1、 Wagenaar,Engberts, Jan B.F.N.. "Orthanilic acid from the reaction of o-nitrobenzenesulfinic acid with sodium iodide". . p. 4601 - 4602. Retrieved 1973.
• 2、 Brown,C.,Hogg,D.R.. "". . p. 38 - 39. Retrieved 1967.
• 3、 Dougherty,Haas. "-". . p. 2469,2470. Retrieved 1937.
• 4、 Belenguer, Ana M.,Lampronti, Giulio I.,Michalchuk, Adam A. L.,Sanders, Jeremy K. M.. "Using Solid Catalysts in Disulfide-Based Dynamic Combinatorial Solution- and Mechanochemistry". . . Retrieved 2021/12/27.
• 5、 Saima,Soni, Isha,Lavekar, Aditya G.,Shukla, Manjulika,Equbal, Danish,Sinha, Arun K.,Chopra, Sidharth. "Biocatalytic synthesis of diaryl disulphides and their bio-evaluation as potent inhibitors of drug-resistant Staphylococcus aureus". . p. 171 - 178. Retrieved 2019/01/04.