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Revision as of 16:58, 5 December 2014 editWidr (talk | contribs)Edit filter managers, Autopatrolled, Administrators303,551 edits Reverted 1 good faith edit by 209.205.243.161 using STiki← Previous edit Revision as of 23:56, 14 December 2014 edit undoDePiep (talk | contribs)Extended confirmed users294,285 edits Temperatures (melting, boiling, autoignite, flash) use convert template to calculate (m: rm setting imagesize to dflt). using AWBNext edit →
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{{Chembox {{Chembox
| ImageFile = Tetrachlorvinphos structure.png | ImageFile = Tetrachlorvinphos structure.png
| ImageSize = 200px | ImageSize =
| SystematicName = dimethoxy phosphate | SystematicName = dimethoxy phosphate
| OtherNames = Stirofos;<ref name=alanwood>, alanwood.net</ref> CVMP;<ref name=alanwood/> TCVP<ref name=nrdc>{{cite web | url = http://www.nrdc.org/living/chemicalindex/tetrachlorvinphos.asp | publisher = ] | title = Tetrachlorvinphos (TCVP) }}</ref> | OtherNames = Stirofos;<ref name=alanwood>, alanwood.net</ref> CVMP;<ref name=alanwood/> TCVP<ref name=nrdc>{{cite web | url = http://www.nrdc.org/living/chemicalindex/tetrachlorvinphos.asp | publisher = ] | title = Tetrachlorvinphos (TCVP) }}</ref>
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| CASNo = 22248-79-9 | CASNo = 22248-79-9
| PubChem = | PubChem =
| ChemSpiderID = 25077200 | ChemSpiderID = 25077200
| ATCvet = yes | ATCvet = yes
| ATCCode_prefix = P53 | ATCCode_prefix = P53
| ATCCode_suffix = AF14 | ATCCode_suffix = AF14
| ATC_Supplemental = {{ATCvet|P53|BB04}} | ATC_Supplemental = {{ATCvet|P53|BB04}}
| UNII_Ref = {{fdacite|correct|FDA}} | UNII_Ref = {{fdacite|correct|FDA}}
| UNII = DM33MW89QU | UNII = DM33MW89QU
| SMILES = COOP(=O)(O/C(=C\Cl)/c1cc(c(cc1Cl)Cl)Cl)OOC | SMILES = COOP(=O)(O/C(=C\Cl)/c1cc(c(cc1Cl)Cl)Cl)OOC
| InChI = 1/C10H9Cl4O6P/c1-16-19-21(15,20-17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5- | InChI = 1/C10H9Cl4O6P/c1-16-19-21(15,20-17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-
| InChIKey = ZKERVNBIQYEUTA-YHYXMXQVBE | InChIKey = ZKERVNBIQYEUTA-YHYXMXQVBE
| StdInChI = 1S/C10H9Cl4O6P/c1-16-19-21(15,20-17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5- | StdInChI = 1S/C10H9Cl4O6P/c1-16-19-21(15,20-17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-
| StdInChIKey = ZKERVNBIQYEUTA-YHYXMXQVSA-N | StdInChIKey = ZKERVNBIQYEUTA-YHYXMXQVSA-N
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| C=10|H=9|Cl=4|O=6|P=1 | C =10|H=9|Cl=4|O=6|P=1
| Appearance = | Appearance =
| Density = | Density =
| MeltingPtC = 97 to 98
| MeltingPt = 97-98 °C<ref>{{cite web | url = http://www.sigmaaldrich.com/catalog/product/fluka/45679?lang=en | title = Tetrachlorvinphos | publisher = ]}}</ref> | Melting_ref = <ref>{{cite web | url = http://www.sigmaaldrich.com/catalog/product/fluka/45679?lang=en | title = Tetrachlorvinphos | publisher = ]}}</ref>
| BoilingPt =
| Solubility = | BoilingPt =
| Solubility =
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| Autoignition =
}} }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
}} }}



Revision as of 23:56, 14 December 2014

Tetrachlorvinphos
File:Tetrachlorvinphos structure.png
Names
Systematic IUPAC name dimethoxy phosphate
Other names Stirofos; CVMP; TCVP
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.040.772 Edit this at Wikidata
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H9Cl4O6P/c1-16-19-21(15,20-17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-Key: ZKERVNBIQYEUTA-YHYXMXQVSA-N
  • InChI=1/C10H9Cl4O6P/c1-16-19-21(15,20-17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-Key: ZKERVNBIQYEUTA-YHYXMXQVBE
SMILES
  • COOP(=O)(O/C(=C\Cl)/c1cc(c(cc1Cl)Cl)Cl)OOC
Properties
Chemical formula C10H9Cl4O6P
Molar mass 397.95 g·mol
Melting point 97 to 98 °C (207 to 208 °F; 370 to 371 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Tetrachlorvinphos is an organophosphate insecticide used to kill fleas and ticks.

History

Tetrachlorvinphos was initially registered for use in the United States in 1966 by the U.S. Department of Agriculture. Tetrachlorvinphos was originally registered for use on various food crops, livestock, pet animals, and in or around buildings. The crop uses were voluntarily canceled from product registrations in 1987. In 2014, the Natural Resources Defense Council (NRDC) filed a lawsuit against the United States Environmental Protection Agency (EPA) seeking EPA to respond to NRDC’s 2009 petition to ban tetrachlorvinphos in common pet flea treatment products.

Human health hazards

Symptoms of exposure to this material include increased perspiration, nausea, lachrymation, salivation, blurred vision, diarrhea, pulmonary edema, respiratory embarrassment and convulsions. The chemical material may be absorbed through the skin and is a lachrymator. It is a cholinesterase inhibitor and is a positive animal carcinogen.

Chemical properties

The substance is insoluble in water. Flash point data are not available for this chemical; however, it is probably combustible. Tetrachlorvinphos is slowly hydrolyzed in neutral and aqueous acidic media. Is rapidly hydrolyzed in alkaline media.

References

  1. ^ Tetrachlorvinphos, alanwood.net
  2. ^ "Tetrachlorvinphos (TCVP)". Natural Resources Defense Council.
  3. "Tetrachlorvinphos". Sigma-Aldrich.
  4. http://www.epa.gov/oppsrrd1/REDs/factsheets/0321fact.pdf
  5. http://ecowatch.com/2014/02/06/epa-sued-over-pesticides-flea-collars/
  6. http://www.nrdc.org/media/2014/140206.asp
  7. http://cameochemicals.noaa.gov/chemical/16121
  8. http://cameochemicals.noaa.gov/chemical/16121

This article contains public domain text from the EPA and the NOAA .

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