Chemistry:Nitrofen

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Nitrofen
Nitrofen.svg
Names
Preferred IUPAC name
2,4-Dichloro-1-(4-nitrophenoxy)benzene
Other names
Nitrophen; Nitrofene; 2,4-Dichlorophenyl 4-nitrophenyl ether
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties[1]
C12H7Cl2NO3
Molar mass 284.09 g·mol−1
Appearance Colorless, crystalline solid
Density 1.80 g/cm3 at 83 °C
Melting point 64–71 °C (147–160 °F; 337–344 K) (technical)
0.7-1.2 mg/L at 22 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Nitrofen is an herbicide of the diphenyl ether class. Because of concerns about its carcinogenicity, the use of nitrofen has been banned in the European Union[2] and in the United States since 1996.[1][3] It has been superseded by related protoporphyrinogen oxidase enzyme inhibitors including acifluorfen and fomesafen.

In 2002, Nitrofen was detected in organic feed, organic eggs, and organic poultry products in Germany prompting a scandal which caused a decline in all organic meat sales in Europe.[4][5]

Nitrofen is listed as an IARC Group 2B carcinogen, meaning it is "possibly carcinogenic to humans".[6]

References

  1. 1.0 1.1 Nitrofen data sheet, INCHEM WHO/FAO report, March 1999.
  2. Banned pesticide in German grain, Pesticides News No. 57, September 2002, page 22
  3. Pesticide Properties Database. "Nitrofen". University of Hertfordshire. http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/1422.htm. 
  4. Nitrofen scandal causes organic meat sales to dip, Just Food, October 2, 2002.
  5. Organic scandal halts Germany's green revolution, by John Hooper, The Guardian, June 12, 2002.
  6. IARC Monographs - Classifications - by Group

External links

  • Nitrofen in the Pesticide Properties DataBase (PPDB)