2,2'-Dinitrobiphenyl

Base Information

• Chemical Name: 2,2'-Dinitrobiphenyl
• CAS No.: 2436-96-6
• Molecular Formula: C12H8N2O4
• Molecular Weight: 244.207
• Hs Code.: 29042090
• European Community (EC) Number: 219-435-4
• NSC Number: 13356
• UNII: SLW94EVQ4P
• DSSTox Substance ID: DTXSID40179103
• Nikkaji Number: J134.539G
• Wikidata: Q27135635
• Metabolomics Workbench ID: 64929
• Mol file: 2436-96-6.mol

Synonyms:2,2'-Dinitrobiphenyl;2436-96-6;2,2'-Dinitro-1,1'-biphenyl;1-nitro-2-(2-nitrophenyl)benzene;1,1'-Biphenyl, 2,2'-dinitro-;Biphenyl, 2,2'-dinitro-;2,2'-Dinitrodiphenyl;2,2-Dinitro-1,1-biphenyl;o,o'-binitrobiphenyl;o,o'-dinitrobiphenyl;2,2/'-Dinitrobiphenyl;SLW94EVQ4P;2,2'-Dinitrobiphenyl, 2,2'-dinitro-;EINECS 219-435-4;NSC 13356;NSC-13356;2,2'-Dinitro-biphenyl;Biphenyl,2'-dinitro-;2,2\'-dinitrobiphenyl;UNII-SLW94EVQ4P;1, 2,2'-dinitro-;2, 2,2'-dinitro-;2,2'-Dinitrobiphenyl, 97%;SCHEMBL1287837;2,2''-Dinitrobiphenyl, 97%;2,2'-bisnitro-1,1'-biphenyl;CHEBI:67127;DTXSID40179103;2,2'-Dinitro-1,1'-biphenyl #;AMY18114;NSC13356;1-nitro-2-(2-nitrophenyl)-benzene;MFCD00007127;STK049596;AKOS005385370;AKOS015965844;AC-20962;AS-58752;CS-0054188;D1777;FT-0609287;F16822;AA-516/30040059;W-107326;Q27135635

Chemical Property of 2,2'-Dinitrobiphenyl

Chemical Property:

• Appearance/Colour: light yellow to beige crystalline powder
• Melting Point: 124-126 °C(lit.)
• Refractive Index: 1.6360 (estimate)
• Boiling Point: 387.6 °C at 760 mmHg
• Flash Point: 187.9 °C
• PSA: 91.64000
• Density: 1.368g/cm³
• LogP: 4.21640
• Storage Temp.: Store below +30°C.
• Water Solubility.: Insoluble in water
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 244.04840674
• Heavy Atom Count: 18
• Complexity: 291

Purity/Quality:

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

2,2''-Dinitro-1,1''-biphenyl ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C2=CC=CC=C2[N+](=O)[O-])[N+](=O)[O-]
• Uses: 2,2?-Dinitrobiphenyl has been used as an internal standard in the determination of p,p?-DDT in technical and formulated products using gas chromatographic method 2,2′-Dinitrobiphenyl has been used as an internal standard in the determination of p,p′-DDT in technical and formulated products using gas chromatographic method.

Technology Process of 2,2'-Dinitrobiphenyl

There total 118 articles about 2,2'-Dinitrobiphenyl 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: 98.0%

2-Chloronitrobenzene (88-73-3) → 1-nitro-2-(2-nitrophenyl)benzene (2436-96-6)

Guidance literature:

With N-phenylpicolinamide; copper; In acetonitrile; at 82 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.11.111

Reference yield: 98.0%

o-nitroiodobenzene (609-73-4) → 1-nitro-2-(2-nitrophenyl)benzene (2436-96-6)

Guidance literature:

With N-phenylpicolinamide; copper; In acetonitrile; at 20 ℃; for 20h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.11.111

Reference yield: 94.0%

ortho-nitrobenzoic acid (552-16-9,104810-18-6) → 1-nitro-2-(2-nitrophenyl)benzene (2436-96-6) + nitrobenzene (98-95-3,26969-40-4)

Guidance literature:

With palladium(II) trifluoroacetate; silver carbonate; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 115 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c0cc01943g

upstream raw materials:

ortho-methylphenyl iodide

o-nitroiodobenzene

2-bromoanisole

2-nitrophenyl bromide

Downstream raw materials:

1,1'-biphenyl-2,2'-diamine

antipyrine

4,4'-dibromo-2,2'-dinitrobiphenyl

N,N'-biphenyl-2,2'-diyl-bis-phthalamic acid

Refernces

• 1、 Sadler,Powell. "-". . p. 2650. Retrieved 1934.
• 2、 Colbert et al.. "-". . p. 2249. Retrieved 1953.
• 3、 Green, Kerry-Ann,Hoover, Jessica M.. "Intermediacy of Copper(I) under Oxidative Conditions in the Aerobic Copper-Catalyzed Decarboxylative Thiolation of Benzoic Acids". . p. 1769 - 1782. Retrieved 2020.
• 4、 Patra, Tuhin,Nandi, Sudip,Sahoo, Santosh K.,Maiti, Debabrata. "Copper mediated decarboxylative direct C-H arylation of heteroarenes with benzoic acids". . p. 1432 - 1435. Retrieved 2016.
• 5、 Bacon et al.. "-". . p. 2003. Retrieved 1967.
• 6、 Fu, Zhengjiang,Li, Zhaojie,Xiong, Qiheng,Cai, Hu. "Facile synthesis of 2,2′-dinitrosubstituted biaryls through Cu-catalyzed ligand-free decarboxylative homocoupling of ortho-nitrobenzoic acids". . p. 52101 - 52104. Retrieved 2015.
• 7、 -. "Synthetic method of 4-bromocarbazole". Paragraph 0010; 0025-0026; 0029-0030; 0033-0034. . Retrieved 2019/02/04.