Bis(4-nitrophenyl)sulfide

Base Information

• Chemical Name: Bis(4-nitrophenyl)sulfide
• CAS No.: 1223-31-0
• Molecular Formula: C12H8N2O4S
• Molecular Weight: 276.273
• Hs Code.: 2930909090
• European Community (EC) Number: 214-950-0
• NSC Number: 629272,11350
• UNII: H9L58S7KDK
• DSSTox Substance ID: DTXSID9061629
• Nikkaji Number: J40.764J
• Wikidata: Q72446614
• Mol file: 1223-31-0.mol

Synonyms:1223-31-0;Bis(4-nitrophenyl) Sulfide;Bis(4-nitrophenyl)sulfide;4,4'-Dinitrodiphenyl sulfide;4-Nitrophenyl sulfide;Bis(p-nitrophenyl)sulfide;Bis(4-nitrophenyl) sulphide;p,p'-Dinitrodiphenyl sulfide;Benzene, 1,1'-thiobis[4-nitro-;SULFIDE, BIS(p-NITROPHENYL);1-nitro-4-(4-nitrophenyl)sulfanylbenzene;Benzene, 1,1'-thiobis(4-nitro-;1-Nitro-4-[(4-nitrophenyl)sulfanyl]benzene;di(p-Nitrophenyl) sulfide;NSC 11350;EINECS 214-950-0;BRN 2058966;H9L58S7KDK;4,4'-Dinitrodiphenylsulphide;MFCD00039745;NSC-11350;NSC629272;1-nitro-4-(4-nitrophenyl)sulfanyl-benzene;4,4'-Dinitro diphenyl sulfide;dinitrodiphenyl sulfide;1-nitro-4-[(4-nitrophenyl)thio]benzene;bis(4-nitrophenyl)sulfane;4,4'-Dinitrophenylsulfide;Di(4-nitrophenyl) Sulfide;UNII-H9L58S7KDK;Sulphide, bis(p-nitrophenyl);Benzene,1'-thiobis[4-nitro-;SCHEMBL4163474;1,1'-thiobis(4-nitrobenzene);DTXSID9061629;ZZTJMQPRKBNGNX-UHFFFAOYSA-;NSC11350;AKOS001038321;NSC-629272;AS-60187;LS-147899;CS-0206171;D0847;FT-0633499;EN300-17123;1-Nitro-4-[(4-nitrophenyl)sulfanyl]benzene #;D89728;J-519880;Z56888735;Hydroxy(4-((4-(hydroxy(oxido)amino)phenyl)thio)phenyl)azane oxide;DIMETHYL4-(4-METHOXYPHENYL)-2,6-DIMETHYL-1,4-DIHYDROPYRIDINE-3,5-DICARBOXYLATE

Chemical Property of Bis(4-nitrophenyl)sulfide

Chemical Property:

• Appearance/Colour: White crystalline power
• Vapor Pressure: 3.54E-09mmHg at 25°C
• Melting Point: 160°C
• Refractive Index: 1.686
• Boiling Point: 487.4 °C at 760 mmHg
• Flash Point: 248.6 °C
• PSA: 116.94000
• Density: 1.47 g/cm³
• LogP: 4.70060
• Solubility.: soluble in Acetone
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 276.02047791
• Heavy Atom Count: 19
• Complexity: 294

Purity/Quality:

99.9% ^*data from raw suppliers

Bis(4-nitrophenyl) Sulfide >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])SC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of Bis(4-nitrophenyl)sulfide

There total 58 articles about Bis(4-nitrophenyl)sulfide 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: 56.0%

p-nitrobenzene iodide (636-98-6) → di(p-nitrophenyl) disulfide (100-32-3) + bis(4-nitrophenyl)sulfide (1223-31-0)

Guidance literature:

With carbon disulfide; 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate; In neat (no solvent); at 100 ℃; for 0.0833333h; Microwave irradiation; Sealed tube;

DOI:10.3184/174751916X14605556925623

Reference yield: 38.0%

4-nitrophenyl sulfone (1156-50-9) → di(p-nitrophenyl) disulfide (100-32-3) + bis(4-nitrophenyl)sulfide (1223-31-0) + 4-Nitro-benzenethiosulfonic acid; compound with ammonia (74236-92-3)

Guidance literature:

With sulfur; ammonia; at 40 ℃; for 2h; titanium autoclave;

DOI:10.1055/s-1981-29327

Reference yield: 32.0%

para-nitrophenyl bromide (586-78-7) → di(p-nitrophenyl) disulfide (100-32-3) + bis(4-nitrophenyl)sulfide (1223-31-0)

Guidance literature:

para-nitrophenyl bromide; With potassium 5-methyl-1,3,4-oxadiazole-2-thiolate; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

With copper(l) chloride; In N,N-dimethyl-formamide; at 130 ℃; for 7h;

DOI:10.1016/j.tetlet.2012.10.016

upstream raw materials:

4-Chloropyridine

sodium 4-nitrobenzenethiolate

p-nitrobenzene iodide

ethanol

Downstream raw materials:

N,N,N,N,N,N-hexamethylphosphoric triamide

4-<18F>-fluoronitrobenzene

4,4'-diaminodiphenyl sulfoximine

N-cyano-4,4'-acetamidodiphenyl sulfoximine

Refernces

• 1、 Azadi, Gouhar,Taherinia, Zahra,Naghipour, Ali,Ghorbani-Choghamarani, Arash. "Synthesis of sulfides via reaction of aryl/alkyl halides with S8 as a sulfur-transfer reagent catalyzed by Fe3O4-magnetic-nanoparticles-supported L-Histidine-Ni(II)". . p. 303 - 313. Retrieved 2017.
• 2、 Hajipour, Abdol R.,Fakhari, Farzaneh,Nabi Bidhendi, Gholamreza. "A novel heterogeneous nanocatalyst: 2-Methoxy-1-phenylethanone functionalized MCM-41 supported Cu(II) complex for C-S coupling of aryl halides with thiourea". . . Retrieved 2018.
• 3、 Ghorbani-Choghamarani, Arash,Moradi, Zahra,Azadi, Gouhar. "An efficient and recyclable catalytic system for carbon–sulfur coupling reaction and synthesis of 5-substituted 1H-tetrazoles". . p. 237 - 251. Retrieved 2018.
• 4、 Davydov,Beletskaya. "Synthesis of diaryl sulfides by the reactions of activated aryl halides with potassium ethyl dithiocarbonate under conditions of phase-transfer catalysis [2]". . p. 278 - 278. Retrieved 2003.
• 5、 Cai, Mingzhong,Xiao, Ruian,Yan, Tao,Zhao, Hong. "A simple and green synthesis of diaryl sulfides catalyzed by an MCM-41-immobilized copper(I) complex in neat water". . p. 55 - 60. Retrieved 2014.
• 6、 Ghafouri-Nejad, Raziyeh,Hajjami, Maryam,Nejat, Razieh. "Preparation and Characterization of Ni-Modified Graphene Oxide Complex as an Efficient Catalyst for the Synthesis of Sulfides via Reaction of Arylhalides with S8 or Thiourea". . . Retrieved 2018.
• 7、 Hajipour, Abdol Reza,Hosseini, Seyed Mostafa,Jajarmi, Saeideh. "Histidine-functionalized chitosan-Cu(II) complex: A novel and green heterogeneous nanocatalyst for two and three component C-S coupling reactions". . p. 7447 - 7452. Retrieved 2017.
• 8、 Ghorbani-Choghamarani, Arash,Taherinia, Zahra. "Synthesis of peptide nanofibers decorated with palladium nanoparticles and its application as an efficient catalyst for the synthesis of sulfides: Via reaction of aryl halides with thiourea or 2-mercaptobenzothiazole". . p. 59410 - 59421. Retrieved 2016.
• 9、 Nikoorazm, Mohsen,Erfani, Zahra. "Core–shell nanostructure (Fe3O4?MCM-41?Cu-P2C) as a highly efficient and recoverable nanocatalyst for the synthesis of polyhydroquinoline, 5-substituted 1H-tetrazoles and sulfides". . . Retrieved 2019.
• 10、 Yarmohammadi, Nasrin,Ghadermazi, Mohammad,Mozafari, Roya. "Copper based on diaminonaphthalene-coated magnetic nanoparticles as robust catalysts for catalytic oxidation reactions and C-S cross-coupling reactions". . p. 9366 - 9380. Retrieved 2021/03/16.