Nitrofen

Nitrofen

Names
Preferred IUPAC name 2,4-Dichloro-1-(4-nitrophenoxy)benzene
Other names Nitrophen; Nitrofene; 2,4-Dichlorophenyl 4-nitrophenyl ether
Identifiers
CAS Number	1836-75-5 Y
3D model (JSmol)	Interactive image
ChemSpider	15010
ECHA InfoCard	100.015.824
PubChem CID	15787
UNII	N71UYG034A Y
CompTox Dashboard (EPA)	DTXSID7020970
InChI InChI=1S/C12H7Cl2NO3/c13-8-1-6-12(11(14)7-8)18-10-4-2-9(3-5-10)15(16)17/h1-7H Key: XITQUSLLOSKDTB-UHFFFAOYSA-N InChI=1/C12H7Cl2NO3/c13-8-1-6-12(11(14)7-8)18-10-4-2-9(3-5-10)15(16)17/h1-7H Key: XITQUSLLOSKDTB-UHFFFAOYAU
SMILES Clc2cc(Cl)ccc2Oc1ccc([N+]([O-])=O)cc1
Properties
Chemical formula	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)
Solubility in water	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

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 and in the United States since 1996. It has been superseded by related protoporphyrinogen oxidase enzyme inhibitors including acifluorfen and fomesafen.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.

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

External links

• Nitrofen in the Pesticide Properties DataBase (PPDB)