Captafol

Captafol
IUPAC name

2-(1,1,2,2-Tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione
Other names

cis-Captafol; Merpafol; Crisfolatan; Sulfonimide; Sulpheimide; Arborseal; Captaspor; Mycodifol; Pillartan; Terrazol
Identifiers
CAS number 2425-06-1 Y
PubChem 17038
ChemSpider 17215880 Y
UNII D88BWD4H64 Y
KEGG C18754 Y
Jmol-3D images Image 1
Properties
Molecular formula C10H9Cl4NO2S
Molar mass 349.06 g mol−1
 Y (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Captafol is a fungicide.[1] It is used to control almost all fungal diseases of plants except powdery mildews.[2] It is believed to be a human carcinogen, and production for use as a fungicide in the United States stopped in 1987. Its continued use from existing stocks was allowed, but in 1999 the Environmental Protection Agency banned its use on all crops except onions, potatoes, and tomatoes. In 2006 even these exceptions were disallowed, so currently its use on all crops is banned in the United States. Several other countries have followed suit since 2000, and as of 2010, no countries are known to allow the use of captafol on food crops.[3]

Captafol was disclosed in US patent 3,178,447 (1965).[4] Its synergistic mixture with thiabendazol was described in US patent 4092422 (1978).[5]

International trade in captafol is regulated by the Rotterdam Convention.

References

  1. ^ Captafol at alanwood.net
  2. ^ Captafol from Extension Toxicology Network
  3. ^ Captafol CAS No. 2425-06-1 Reasonably anticipated to be a human carcinogen National Institute of Health, Report on Carcinogens, Twelfth Edition (2011)
  4. ^ "N-polyhaloalkylthio compounds". 1965-04-13. http://ip.com/patent/US3178447. . The term "captafol" is not used in this publication, but is described as disclosed in this patent in patent application 20080269051
  5. ^ "Synergistic fungicidal mixture of captafol and thiabendazol". US patent via PatentLens. http://www.patentlens.net/patentlens/patents.html?patnums=US_4092422.