4-Nitrobiphenyl
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| Names | |
|---|---|
| Other names
4-nitro-1,1′-biphenyl
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| Identifiers | |
| ECHA InfoCard | 100.002.005 |
PubChem CID
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CompTox Dashboard (EPA)
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| 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).
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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]
References
[edit]- ^ 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.
- ^ 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.
- ^ 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.
- ^ Fu, Peter P. (1990). "Metabolism of Nitro-Polycyclic Aromatic Hydrocarbons". Drug Metabolism Reviews. 22 (2–3): 209–268. doi:10.3109/03602539009041085. PMID 2272288.