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(EZ)-captafol

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EntityQ63088167· pop 13· linked from 13 articles

(EZ)-captafol

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Captafol is a fungicide. It is used to control almost all fungal diseases of plants except powdery mildews. 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 t

Chemical data

Formula
C10H9Cl4NO2S
Molecular weight
349.1 g/mol
IUPAC name
2-(1,1,2,2-tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione
SMILES
C1C=CCC2C1C(=O)N(C2=O)SC(C(Cl)Cl)(Cl)Cl
InChIKey
JHRWWRDRBPCWTF-UHFFFAOYSA-N
XLogP
3.8
Polar surface area
62.7 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
346.91081024799996
Show 3 more facts
canonical SMILES
C1C=CCC2C1C(=O)N(C2=O)SC(C(Cl)Cl)(Cl)Cl
chemical formula
C₁₀H₉Cl₄NO₂S
Commons category
Captafol
Sources (3)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections
Contents
  • Synthesis
  • References
  • Further reading

Captafol is a fungicide. It is used to control almost all fungal diseases of plants except powdery mildews. 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. Currently, the National Institute for Occupational Safety and Health established a recommended exposure limit of 0.1 mg/m3 for dermal exposures.

Captafol was disclosed in US patent 3,178,447 (1965). Its synergistic mixture with thiabendazole was described in US patent 4092422 (1978).

Excerpted from Wikipedia’s “(EZ)-captafol” article, available under the CC BY-SA 4.0 licence.

Gallery (2)