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Tetrachlorvinphos

From Wikipedia, the free encyclopedia
Tetrachlorvinphos
Names
Preferred IUPAC name
(Z)-2-Chloro-1-(2,4,5-trichlorophenyl)ethen-1-yl dimethyl phosphate
Other names
  • Stirofos
  • CVMP[1]
  • TCVP[2]
  • Benzyl alcohol, 2,4,5-trichloro-α-(chloromethylene)-, dimethyl phosphate
  • 2-Chloro-1-(2,4,5-trichlorophenyl) vinyl dimethyl phosphate
  • Gardona
  • IPO 8
  • NCI C00168
  • Rabon
  • Tetrachlorvinphos[3]
Identifiers
3D model (JSmol)
1890909
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.040.772Edit this at Wikidata
EC Number
  • 244-865-4
KEGG
RTECS number
  • TB9100000
UNII
UN number2783
  • InChI=1S/C10H9Cl4O4P/c1-16-19(15,17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5-
    Key: UBCKGWBNUIFUST-YHYXMXQVSA-N
  • COP(=O)(OC)O/C(=C\Cl)/c1cc(c(cc1Cl)Cl)Cl
Properties
C10H9Cl4O4P
Molar mass365.95 g·mol−1
Melting point97 to 98 °C (207 to 208 °F; 370 to 371 K)[4]
Pharmacology
QP53AF14 (WHO) QP53BB04 (WHO)
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H302,H332,H410
P261,P264,P270,P271,P273,P301+P312,P304+P312,P304+P340,P312,P330,P391,P501
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Tetrachlorvinphos is anorganophosphateinsecticide used to killfleas andticks.[2]

History

[edit]

Tetrachlorvinphos was initially registered for use in the United States in 1966 by theU.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.[5] In 2014, theNatural Resources Defense Council (NRDC) filed a lawsuit against theUnited States Environmental Protection Agency (EPA) seeking EPA to respond to NRDC's 2009 petition to ban tetrachlorvinphos in common pet flea treatment products.[6][7]

Human health hazards

[edit]

Symptoms of exposure to this material include increasedperspiration,nausea,lachrymation,salivation, blurred vision,diarrhea,pulmonary edema,respiratory depression andconvulsions. The chemical material may be absorbed through the skin and is a lachrymator. It is acholinesterase inhibitor and is a positive animalcarcinogen.[3]

Chemical properties

[edit]

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.[3]

References

[edit]
  1. ^"tetrachlorvinphos data sheet".www.bcpcpesticidecompendium.org. BCP Pesticide Compendium.
  2. ^ab"Tetrachlorvinphos (TCVP)".Natural Resources Defense Council.
  3. ^abc"TETRACHLORVINPHOS | CAMEO Chemicals | NOAA".
  4. ^"Tetrachlorvinphos".Sigma-Aldrich.
  5. ^"EPA Factsheet"(PDF). Archived fromthe original(PDF) on 2014-08-09. Retrieved2013-07-28.
  6. ^"EPA Sued Over Toxic Pesticides in Pet Flea Collars | EcoWatch".ecowatch.com. Archived fromthe original on 2014-02-09.
  7. ^"NRDC Sues EPA to Ban Two Toxic Pesticides in Pet Flea Collars".

This article contains public domain text from theEPA and theNOAA.

External links

[edit]
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
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