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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]
Identifiers
3D model (JSmol)
1890909
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.040.772Edit this at Wikidata
EC Number
  • 244-865-4
KEGG
RTECS number
  • TB9100000
UNII
UN number 2783
  • 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 mass 365.95g·mol−1
Melting point 97 to 98 °C (207 to 208 °F; 370 to 371 K)[3]
Pharmacology
QP53AF14(WHO)QP53BB04(WHO)
Hazards
GHSlabelling:
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).

Tetrachlorvinphosis anorganophosphateinsecticideused to killfleasandticks.[2]

History

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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.[4]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.[5][6]

Human health hazards

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Symptoms of exposure to this material include increasedperspiration,nausea,lachrymation,salivation,blurred vision,diarrhea,pulmonary edema,respiratory embarrassment andconvulsions.The chemical material may be absorbed through the skin and is a lachrymator. It is acholinesterase inhibitorand is a positive animalcarcinogen.[7]

Chemical properties

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The substance is insoluble in water.Flash pointdata 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.[7]

Alternative Chemical Names

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This is a listing of alternate names for this chemical, including trade names and synonyms.[7]

  • BENZYL ALCOHOL, 2,4,5-TRICHLORO-ALPHA-(CHLOROMETHYLENE)-, DIMETHYL PHOSPHATE
  • 2-CHLORO-1-(2,4,5-TRICHLOROPHENYL)VINYL DIMETHYL PHOSPHATE
  • 2-CHLORO-1-(2,4,5-TRICHLOROPHENYL)VINYL PHOSPHORIC ACID DIMETHYL ESTER
  • DIMETHYL 2,4,5-TRICHLORO-ALPHA-(CHLOROMETHYLENE)BENZYL PHOSPHATE
  • GARDONA
  • IPO 8
  • NCI C00168
  • PHOSPHORIC ACID, 2-CHLORO-1-(2,3,5-TRICHLOROPHENYL) ETHENYL DIMETHYL ESTER
  • PHOSPHORIC ACID, 2-CHLORO-1-(2,4,5-TRICHLOROPHENYL)VINYL DIMETHYL ESTER
  • RABON
  • RABOND
  • TETRACHLORVINPHOS
  • 2,4,5-TRICHLORO-ALPHA-(CHLOROMETHYLENE)BENZYL ALCOHOL DIMETHYL PHOSPHATE
  • 2,4,5-TRICHLORO-ALPHA-(CHLOROMETHYLENE)BENZYL PHOSPHATE

References

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  1. ^Tetrachlorvinphos,alanwood.net
  2. ^ab"Tetrachlorvinphos (TCVP)".Natural Resources Defense Council.
  3. ^"Tetrachlorvinphos".Sigma-Aldrich.
  4. ^"Archived copy"(PDF).Archived fromthe original(PDF)on 2014-08-09.Retrieved2013-07-28.{{cite web}}:CS1 maint: archived copy as title (link)
  5. ^"EPA Sued Over Toxic Pesticides in Pet Flea Collars | EcoWatch".ecowatch.Archived fromthe originalon 2014-02-09.
  6. ^"NRDC Sues EPA to Ban Two Toxic Pesticides in Pet Flea Collars".
  7. ^abc"TETRACHLORVINPHOS | CAMEO Chemicals | NOAA".

This article contains public domain text from theEPAand theNOAA.

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