(2,4-Dinitrophenyl) disulfide

Base Information

• Chemical Name: (2,4-Dinitrophenyl) disulfide
• CAS No.: 2217-55-2
• Molecular Formula: C12H6 N4 O8 S2
• Molecular Weight: 398.334
• Hs Code.: 2930909090
• NSC Number: 192
• DSSTox Substance ID: DTXSID0062266
• Nikkaji Number: J134.535D
• Wikidata: Q81989944
• ChEMBL ID: CHEMBL120930
• Mol file: 2217-55-2.mol

Synonyms:Bis(2,4-dinitrophenyl) disulfide;2217-55-2;(2,4-Dinitrophenyl) disulfide;Bis(2,4-dinitrophenyl)disulfide;Disulfide, bis(2,4-dinitrophenyl);1-[(2,4-dinitrophenyl)disulfanyl]-2,4-dinitrobenzene;NSC192;2,2',4,4'-Tetranitrodiphenyl disulfide;1,2-bis(2,4-dinitrophenyl)disulfane;NSC 192;AI3-08845;1-[(2,4-dinitrophenyl)disulfanyl]-2,4-dinitro-benzene;C12H6N4O8S2;Disulfide,4-dinitrophenyl);2.4-Dinitro-phenyldisulfid;CHEMBL120930;SCHEMBL6161726;DTXSID0062266;NSC-192;Bis-(2,4-dinitrophenyl)disulfide;Bis(2,4-dinitrophenyl) persulfide;CAA21755;2,4,4'-Tetranitrodiphenyl disulfide;C12-H6-N4-O8-S2;MFCD00059178;AKOS001023640;BS-23488;2,2',4, 4'-Tetranitrodiphenyl disulfide;B0487;CS-0206860;FT-0749562;D88658

Chemical Property of (2,4-Dinitrophenyl) disulfide

Chemical Property:

• Melting Point: 280 °C
• Boiling Point: 562.4°Cat760mmHg
• Flash Point: 293.9°C
• PSA: 233.88000
• Density: 1.77g/cm³
• LogP: 6.21160
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 3
• Exact Mass: 397.96270551
• Heavy Atom Count: 26
• Complexity: 522

Purity/Quality:

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

Bis(2,4-dinitrophenyl) Disulfide >80.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1[N+](=O)[O-])[N+](=O)[O-])SSC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]

Technology Process of (2,4-Dinitrophenyl) disulfide

There total 69 articles about (2,4-Dinitrophenyl) 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: 95.0%

2,4-dinitrobenzenesulfenyl chloride (528-76-7) → methylene chloride (74-87-3) + bis(2,4-dinitrophenyl) disulphide (2217-55-2) + methyl 2,4-dinitriophenyl sulfide (2363-23-7)

Guidance literature:

With tetramethylstannane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 4h; Mechanism; other sulfenyl halides, other reagents: tetraethylstannane, hexamethyldistannane, tributylvinylstannane, tetracyclohexylstannane, tetraphenylstannane, cyclohexene, tetramethylgermane, other solvent: THF-d8;

DOI:10.1021/jo951378w

Reference yield: 95.0%

2,4-dinitrobenzenesulfenyl chloride (528-76-7) → bis(2,4-dinitrophenyl) disulphide (2217-55-2) + methyl 2,4-dinitriophenyl sulfide (2363-23-7)

Guidance literature:

With tetramethylstannane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 25 ℃; for 4h; other reagents: tetraethylstannane, hexamethyldistannane, tributylvinylstannane, tetracyclohexylstannane, tetraphenylstannane, cyclohexene, tetramethylgermane;

DOI:10.1021/jo951378w

Reference yield: 95.0%

2,4-dinitrothiophenol (2218-96-4) → bis(2,4-dinitrophenyl) disulphide (2217-55-2)

Guidance literature:

CoCl₂; In acetonitrile; Ambient temperature;

DOI:10.1039/c39940001993

upstream raw materials:

2,4-dinitrobromobenzene

thiocarboxamide

thioacetic acid

2,4-dinitro-phenyl thiocyanate

Downstream raw materials:

benzyl-(2,4-dinitro-phenyl)-sulfide

m-phenylenediamine

3-<2,4-Dinitro-phenylmercapto>-pentandion-(2,4)

dicyanomethyl 2,4-dinitrophenyl sulfide

Refernces

• 1、 Dillon, Kearsley M.,Morrison, Holly A.,Powell, Chadwick R.,Carrazzone, Ryan J.,Ringel-Scaia, Veronica M.,Winckler, Ethan W.,Council-Troche, R. McAlister,Allen, Irving C.,Matson, John B.. "Targeted Delivery of Persulfides to the Gut: Effects on the Microbiome". supporting information. p. 6061 - 6067. Retrieved 2021/02/01.
• 2、 Soleiman-Beigi, Mohammad,Arzehgar, Zeinab. "Symmetrical disulfide synthesis via nickel-catalysis using potassium sulfide as sulfur source". . p. 1759 - 1763. Retrieved 2016/09/28.