4-Nitrobiphenyl

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4-Nitrobiphenyl
4-Nitrobiphenyl.svg
Names
Other names
4-nitro-1,1′-biphenyl
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.002.005 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 202-204-7
KEGG
PubChem CID
RTECS number
  • DV5600000
UNII
UN number 2811
  • InChI=1S/C12H9NO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H
    Key: BAJQRLZAPXASRD-UHFFFAOYSA-N
  • C1=CC=C(C=C1)C2=CC=C(C=C2)[N+](=O)[O-]
Properties
C12H9NO2
Molar mass 199.209 g·mol−1
Melting point 114 °C (237 °F; 387 K)
Boiling point 340 °C (644 °F; 613 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

4-Nitrobiphenyl is an organic compound with the formula C6H5−C6H4NO2. It is one of three isomers of nitrobiphenyl and probably the most widely used. It is a precursor to the antioxidant 4-aminobiphenyl. 4-Nitrobiphenyl is readily prepared by nitration of biphenyl. [1] It can also be prepared by cross-coupling reactions. [2]

4-Nitrobiphenyl is commonly invoked as a pollutant. [3] [4]

Related Research Articles

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Furan is a heterocyclic organic compound, consisting of a five-membered aromatic ring with four carbon atoms and one oxygen atom. Chemical compounds containing such rings are also referred to as furans.

<span class="mw-page-title-main">Nitration</span> Chemical reaction which adds a nitro (–NO₂) group onto a molecule

In organic chemistry, nitration is a general class of chemical processes for the introduction of a nitro group into an organic compound. The term also is applied incorrectly to the different process of forming nitrate esters between alcohols and nitric acid. The difference between the resulting molecular structures of nitro compounds and nitrates is that the nitrogen atom in nitro compounds is directly bonded to a non-oxygen atom, whereas in nitrate esters, the nitrogen is bonded to an oxygen atom that in turn usually is bonded to a carbon atom.

<span class="mw-page-title-main">Nitro compound</span> Organic compound containing an −NO₂ group

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<span class="mw-page-title-main">Azo dye</span> Class of organic compounds used as dye

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<span class="mw-page-title-main">Diazonium compound</span> Group of organonitrogen compounds

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In organic chemistry, nitroso refers to a functional group in which the nitric oxide group is attached to an organic moiety. As such, various nitroso groups can be categorized as C-nitroso compounds, S-nitroso compounds, N-nitroso compounds, and O-nitroso compounds.

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<span class="mw-page-title-main">(1,1'-Bis(diphenylphosphino)ferrocene)palladium(II) dichloride</span> Chemical compound

[1,1'‑Bis(diphenylphosphino)ferrocene]palladium(II) dichloride is a palladium complex containing the bidentate ligand 1,1'-bis(diphenylphosphino)ferrocene (dppf), abbreviated as [(dppf)PdCl2]. This commercially available material can be prepared by reacting dppf with a suitable nitrile complex of palladium dichloride:

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<span class="mw-page-title-main">Bis(cyclopentadienyl)titanium(III) chloride</span> Chemical compound

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<span class="mw-page-title-main">Solvent Yellow 7</span> Chemical compound

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<span class="mw-page-title-main">3-Iodophenol</span> Chemical compound

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References

  1. Smith, Keith; Musson, Adam; Deboos, Gareth A. (1998). "A Novel Method for the Nitration of Simple Aromatic Compounds". The Journal of Organic Chemistry. 63 (23): 8448–8454. doi:10.1021/jo981557o.
  2. Wolfe, John P.; Singer, Robert A.; Yang, Bryant H.; Buchwald, Stephen L. (1999). "Highly Active Palladium Catalysts for Suzuki Coupling Reactions". Journal of the American Chemical Society. 121 (41): 9550–9561. doi:10.1021/ja992130h.
  3. Kovacic, Peter; Somanathan, Ratnasamy (2014). "Nitroaromatic compounds: Environmental toxicity, carcinogenicity, mutagenicity, therapy and mechanism". Journal of Applied Toxicology. 34 (8): 810–824. doi:10.1002/jat.2980. PMID   24532466.
  4. Fu, Peter P. (1990). "Metabolism of Nitro-Polycyclic Aromatic Hydrocarbons". Drug Metabolism Reviews. 22 (2–3): 209–268. doi:10.3109/03602539009041085. PMID   2272288.