4,4'-Dinitrodiphenyl ether

Base Information

• Chemical Name: 4,4'-Dinitrodiphenyl ether
• CAS No.: 101-63-3
• Molecular Formula: C12H8N2O5
• Molecular Weight: 260.206
• Hs Code.: 29309090
• European Community (EC) Number: 202-961-3
• NSC Number: 8740
• UNII: T852Y5UXCE
• DSSTox Substance ID: DTXSID0026676
• Nikkaji Number: J60.187J
• Wikidata: Q27289802
• ChEMBL ID: CHEMBL2270117
• Mol file: 101-63-3.mol

Synonyms:bis(4-nitrophenyl) ether;bis(p-nitrophenyl) ether

Chemical Property of 4,4'-Dinitrodiphenyl ether

Chemical Property:

• Vapor Pressure: 7.99E-06mmHg at 25°C
• Melting Point: 140-145 °C(lit.)
• Refractive Index: 1.635
• Boiling Point: 386.244 °C at 760 mmHg
• Flash Point: 174.022 °C
• PSA: 100.87000
• Density: 1.416 g/cm³
• LogP: 4.34170
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 260.04332136
• Heavy Atom Count: 19
• Complexity: 290

Purity/Quality:

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

4,4'-Dinitrodiphenyl Ether >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1[N+](=O)[O-])OC2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 4,4'-Dinitrodiphenyl ether

There total 71 articles about 4,4'-Dinitrodiphenyl ether 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-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → bis(4-nitrophenyl)ether (101-63-3)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 140 ℃; for 4h;

DOI:10.1016/S0022-2860(02)00538-0

Reference yield: 99.0%

4-Fluoronitrobenzene (350-46-9,178603-76-4) → bis(4-nitrophenyl)ether (101-63-3)

Guidance literature:

With potassium carbonate; silica gel; at 200 ℃; for 1h;

Reference yield: 98.5%

Potassium benzoate (582-25-2) + 4-Fluoronitrobenzene (350-46-9,178603-76-4) → bis(4-nitrophenyl)ether (101-63-3)

Guidance literature:

With sodium carbonate; In ISOPROPYLAMIDE;

upstream raw materials:

2-bromo-pyridine

4-nitro-phenol

para-dinitrobenzene

potassium cyanide

Downstream raw materials:

2,2',6,6'-tetrabromo-4,4'-dinitrodiphenylether

2,2',6,6'-tetraphenyl-4,4'-dinitrodiphenylether

4,4'-dinitro-2,2',6-triphenyldiphenylether

4,4'-dinitro-2,2'-dibromo-6,6'-phenyldiphenylether

Refernces

• 1、 Bahrami, Kiumars,Targhan, Homa. "A new strategy to design a graphene oxide supported palladium complex as a new heterogeneous nanocatalyst and application in carbon–carbon and carbon-heteroatom cross-coupling reactions". . . Retrieved 2019.
• 2、 Bahrami, Kiumars,Khodamorady, Minoo. "Design of BNPs-TAPC Palladium Complex as a Reusable Heterogeneous Nanocatalyst for the O-Arylation of Phenols and N-Arylation of Amines". . p. 688 - 698. Retrieved 2019.
• 3、 Sagar,Tale,Adude. "Synthesis of symmetrical diaryl ethers from arylboronic acids mediated by copper(II) acetate". . p. 7061 - 7063. Retrieved 2003.
• 4、 Meciarova, Maria,Toma, Stefan,Podlesna, Jana,Kiripolsky, Michal,Cisarova, Ivana. "Study of ultrasound promoted aromatic nucleophilic substitution of halobenzenes with amines". . p. 37 - 43. Retrieved 2003.
• 5、 Xu, Hui,Chen, Yang. "C(aryl)-O bond formation from aryl methanesulfonates via consecutive deprotection and SNAr reactions with aryl halides in an ionic liquid". . p. 861 - 867. Retrieved 2007.
• 6、 Baghbanian, Seyed Meysam,Yadollahy, Horieh,Tajbakhsh, Mahmood,Farhang, Maryam,Biparva, Pourya. "Palladium nanoparticles supported on natural nanozeolite clinoptilolite as a catalyst for ligand and copper-free C-C and C-O cross coupling reactions in aqueous medium". . p. 62532 - 62543. Retrieved 2014.
• 7、 Hu, Yu Feng,Luo, Jun,Lü, Chun Xu. "A mild and efficient method for nucleophilic aromatic fluorination using tetrabutylammonium fluoride as fluorinating reagent". . p. 151 - 154. Retrieved 2010.
• 8、 Babu, S. Ganesh,Karvembu. "Room temperature Ullmann type C-O and C-S cross coupling of aryl halides with phenol/thiophenol catalyzed by CuO nanoparticles". . p. 1677 - 1680. Retrieved 2013.
• 9、 Agawane, Sandeep M.,Nagarkar, Jayashree M.. "Nano ceria catalyzed Ullmann type coupling reactions". . p. 5220 - 5223. Retrieved 2011.
• 10、 -. "Clean production process for producing nitrobenzene alkoxy ether by using nitrohalogenated benzene". Paragraph 0056-0061. . Retrieved 2020/06/09.