Chemistry:4-Nitrobiphenyl

From HandWiki

4-Nitrobiphenyl is an organic compound with the formula C
6
H
5
–C
6
H
4
NO
2
. 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

  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.