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Dithiopyr

Dithiopyr is a preemergent herbicide for crabgrass control in turf and ornamental grasses. It is effective on 45 grassy and broadleaf weeds.[1] Dithiopyr inhibits root growth of susceptible weeds as well as turf grass and thus should be used only on established turf with a well-developed root system. Its duration of efficacy is approximately 4 months, so lawns should not be reseeded during this time frame following application of the chemical. Dithiopyr acts primarily as a preemergent herbicide but can also be used in early postemergent control of crabgrass.

Dithiopyr
Names
IUPAC name
Dimethyl 2-(difluoromethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)pyridine-3,5-dicarbothioate
Identifiers
  • 97886-45-8 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 82855 Y
ECHA InfoCard 100.131.988
KEGG
  • C18826 Y
  • 91757
UNII
  • 2TXF17HAV1 Y
  • DTXSID9032379
  • InChI=1S/C15H16F5NO2S2/c1-6(2)5-7-8(13(22)24-3)10(12(16)17)21-11(15(18,19)20)9(7)14(23)25-4/h6,12H,5H2,1-4H3 Y
    Key: YUBJPYNSGLJZPQ-UHFFFAOYSA-N Y
  • InChI=1/C15H16F5NO2S2/c1-6(2)5-7-8(13(22)24-3)10(12(16)17)21-11(15(18,19)20)9(7)14(23)25-4/h6,12H,5H2,1-4H3
    Key: YUBJPYNSGLJZPQ-UHFFFAOYAT
  • FC(F)(F)c1nc(c(c(c1C(=O)SC)CC(C)C)C(=O)SC)C(F)F
Properties
C15H16F5NO2S2
Molar mass 401.42 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

It is an ingredient in many products including Dimension from Dow AgroSciences.[2]

Mode of action edit

Dithiopyr acts as a root growth inhibitor, causing cessation of root elongation and inhibition of mitotic cell division. It inhibits formation of microtubules and spindle organizing centers. Dithiopyr may alter microtubule polymerization and stability by "interacting with microtubule associated proteins or microtubule organizing centers rather than interaction directly with tubulin."[3] Mitotic cells are arrested in late prometaphase. Cell entry into mitosis is unaffected.

Synthesis edit

Dithiopyr can be obtained through a multi-step process starting from ethyl trifluoroacetoacetate and isovaleraldehyde.[4]

 

References edit

  1. ^ "Dimension - Turf and Ornamental - Dow AgroSciences". www.dowagro.com. Retrieved 2016-04-23.
  2. ^ Material Safety Data Sheet for Dimension
  3. ^ Barbara L. Armbruster; William T. Molin; M. Wayne Bugg (February 1, 1991). "Effects of the herbicide dithiopyr on cell division in wheat root tips". Pesticide Biochemistry and Physiology. 39 (2): 110–120. doi:10.1016/0048-3575(91)90131-5. The mode of action of dithiopyr may be to alter microtubule polymerization and stability by interacting with microtubule associated proteins and/or microtubule organizing centers rather than interaction directly with tubulin.
  4. ^ Thomas A. Unger (1996). Pesticide Synthesis Handbook. William Andrew Inc. p. 531. ISBN 0-81551853-6.

dithiopyr, preemergent, herbicide, crabgrass, control, turf, ornamental, grasses, effective, grassy, broadleaf, weeds, inhibits, root, growth, susceptible, weeds, well, turf, grass, thus, should, used, only, established, turf, with, well, developed, root, syst. Dithiopyr is a preemergent herbicide for crabgrass control in turf and ornamental grasses It is effective on 45 grassy and broadleaf weeds 1 Dithiopyr inhibits root growth of susceptible weeds as well as turf grass and thus should be used only on established turf with a well developed root system Its duration of efficacy is approximately 4 months so lawns should not be reseeded during this time frame following application of the chemical Dithiopyr acts primarily as a preemergent herbicide but can also be used in early postemergent control of crabgrass Dithiopyr NamesIUPAC name Dimethyl 2 difluoromethyl 4 2 methylpropyl 6 trifluoromethyl pyridine 3 5 dicarbothioateIdentifiersCAS Number 97886 45 8 Y3D model JSmol Interactive imageChemSpider 82855 YECHA InfoCard 100 131 988KEGG C18826 YPubChem CID 91757UNII 2TXF17HAV1 YCompTox Dashboard EPA DTXSID9032379InChI InChI 1S C15H16F5NO2S2 c1 6 2 5 7 8 13 22 24 3 10 12 16 17 21 11 15 18 19 20 9 7 14 23 25 4 h6 12H 5H2 1 4H3 YKey YUBJPYNSGLJZPQ UHFFFAOYSA N YInChI 1 C15H16F5NO2S2 c1 6 2 5 7 8 13 22 24 3 10 12 16 17 21 11 15 18 19 20 9 7 14 23 25 4 h6 12H 5H2 1 4H3Key YUBJPYNSGLJZPQ UHFFFAOYATSMILES FC F F c1nc c c c1C O SC CC C C C O SC C F FPropertiesChemical formula C15H16F5NO2S2Molar mass 401 42 g molExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references It is an ingredient in many products including Dimension from Dow AgroSciences 2 Mode of action editDithiopyr acts as a root growth inhibitor causing cessation of root elongation and inhibition of mitotic cell division It inhibits formation of microtubules and spindle organizing centers Dithiopyr may alter microtubule polymerization and stability by interacting with microtubule associated proteins or microtubule organizing centers rather than interaction directly with tubulin 3 Mitotic cells are arrested in late prometaphase Cell entry into mitosis is unaffected Synthesis editDithiopyr can be obtained through a multi step process starting from ethyl trifluoroacetoacetate and isovaleraldehyde 4 nbsp References edit Dimension Turf and Ornamental Dow AgroSciences www dowagro com Retrieved 2016 04 23 Material Safety Data Sheet for Dimension Barbara L Armbruster William T Molin M Wayne Bugg February 1 1991 Effects of the herbicide dithiopyr on cell division in wheat root tips Pesticide Biochemistry and Physiology 39 2 110 120 doi 10 1016 0048 3575 91 90131 5 The mode of action of dithiopyr may be to alter microtubule polymerization and stability by interacting with microtubule associated proteins and or microtubule organizing centers rather than interaction directly with tubulin Thomas A Unger 1996 Pesticide Synthesis Handbook William Andrew Inc p 531 ISBN 0 81551853 6 Retrieved from https en wikipedia org w index php title Dithiopyr amp oldid 1204266161, wikipedia, wiki, book, books, library,

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