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{{chembox |
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| Verifiedfields = changed |
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| verifiedrevid = 442047200 |
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| Watchedfields = changed |
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|ImageFile=Captafol.png |
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| verifiedrevid = 445168738 |
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|ImageSize=200px |
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| ImageFile=Captafol.png |
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|IUPACName=2-(1,1,2,2-Tetrachloroethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione |
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| PIN=(3a''R'',7a''S'')-2--3a,4,7,7a-tetrahydro-1''H''-isoindole-1,3(2''H'')-dione |
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|OtherNames=''cis''-Captafol; Merpafol; Crisfolatan; Sulfonimide; Sulpheimide; Arborseal; Captaspor; Mycodifol; Pillartan; Terrazol |
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| OtherNames=''cis''-Captafol; Merpafol; Crisfolatan; Sulfonimide; Sulpheimide; Arborseal; Captaspor; Mycodifol; Pillartan; Terrazol; Difolatan |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 17215880 |
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| ChemSpiderID = 17215880 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = JHRWWRDRBPCWTF-OLQVQODUSA-N |
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| StdInChIKey = JHRWWRDRBPCWTF-OLQVQODUSA-N |
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| CASNo_Ref = {{cascite|$1|??}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo=2425-06-1 |
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| CASNo=2425-06-1 |
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| PubChem=17038 |
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| PubChem=17038 |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG_Ref = {{keggcite|correct|kegg}} |
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| KEGG = C18754 |
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| KEGG = C18754 |
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| ChEBI_Ref = {{ebicite|changed|EBI}} |
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| SMILES = ClC(Cl)C(Cl)(Cl)SN1C(=O)2C\C=C/C2C1=O |
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| ChEBI = 81938 |
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| SMILES = ClC(Cl)C(Cl)(Cl)SN1C(=O)2C\C=C/C2C1=O |
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|Section2={{Chembox Properties |
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|Section2={{Chembox Properties |
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| C=10|H=9|Cl=4|N=1|O=2|S=1 |
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| C=10 | H=9 | Cl=4 | N=1 | O=2 | S=1 |
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| Appearance= |
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| Appearance= White, crystalline solid |
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| Density= |
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| Density= |
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| MeltingPtF= 321 |
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| MeltingPt= |
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| MeltingPt_ref = <ref name=PGCH/> |
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| BoilingPt= |
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| BoilingPt= decomposes |
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| Solubility= |
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| Solubility= 0.0001%<ref name=PGCH/> |
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| VaporPressure = 0.000008 mmHg (20°C) <ref name=PGCH/> |
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|Section3={{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards= |
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| MainHazards= potential occupational carcinogen |
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| FlashPt= |
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| FlashPt= noncombustible |
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| FlashPt_ref =<ref name=PGCH/> |
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| Autoignition= |
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| AutoignitionPt = |
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| PEL = none<ref name=PGCH>{{PGCH|0098}}</ref> |
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| REL = Ca TWA 0.1 mg/m<sup>3</sup> <ref name=PGCH/> |
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| IDLH = N.D.<ref name=PGCH/> |
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'''Captafol''' is a ].<ref> at alanwood.net</ref> It is used to control almost all fungal diseases of plants except powdery mildews.<ref name=extoxnet> from Extension Toxicology Network</ref> It is believed to be a human ], 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 ] 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.<ref> '']'', Report on Carcinogens, Twelfth Edition (2011)</ref> |
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'''Captafol''' is a ].<ref name=extoxnet> from Extension Toxicology Network</ref> It is used to control almost all fungal diseases of plants except powdery mildews.<ref name=extoxnet/> It is believed to be a human ], 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 ] 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.<ref> '']'', Report on Carcinogens, Twelfth Edition (2011)</ref> Currently, the ] established a ] of 0.1 mg/m<sup>3</sup> for dermal exposures.<ref> from Centers of Disease Control and Prevention</ref> |
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Captafol was disclosed in US patent 3,178,447 (1965).<ref>{{cite web|url=http://ip.com/patent/US3178447|title=N-polyhaloalkylthio compounds|date=1965-04-13|US patent 3,178,447}}. The term "captafol" is not used in this publication, but is described as disclosed in this patent in </ref> Its synergistic mixture with ] was described in US patent 4092422 (1978).<ref>{{cite web|url=http://www.patentlens.net/patentlens/patents.html?patnums=US_4092422|title=Synergistic fungicidal mixture of captafol and thiabendazol|publisher=US patent via PatentLens}}</ref> |
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Captafol was disclosed in US patent 3,178,447 (1965).<ref>{{cite web|url=http://ip.com/patent/US3178447|title=N-polyhaloalkylthio compounds|date=1965-04-13|id=US patent 3,178,447}}. The term "captafol" is not used in this publication, but is described as disclosed in this patent in </ref> Its synergistic mixture with ] was described in US patent 4092422 (1978).<ref>{{cite web|url=http://www.patentlens.net/patentlens/patents.html?patnums=US_4092422|title=Synergistic fungicidal mixture of captafol and {{sic|nolink=y|reason=error in source|thiabendazol}}|publisher=US patent via PatentLens|access-date=2011-06-17|archive-date=2011-10-01|archive-url=https://web.archive.org/web/20111001222129/http://www.patentlens.net/patentlens/patents.html?patnums=US_4092422|url-status=dead}}</ref> |
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International trade in captafol is regulated by the ]. |
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International trade in captafol is regulated by the ]. |
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==References== |
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==References== |
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{{reflist}} |
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{{reflist}} |
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==Further reading== |
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* {{PPDB|113}} |
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