Dithiopyr

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Dithiopyr
Skeletal formula
Ball-and-stick model
Names
IUPAC name
Dimethyl 2-(difluoromethyl)-4-(2-methylpropyl)-6-(trifluoromethyl)pyridine-3,5-dicarbothioate
Identifiers
97886-45-8 YesY
ChemSpider 82855 YesY
Jmol-3D images Image
KEGG C18826 YesY
PubChem 91757
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).
 YesY verify (what isYesY/N?)
Infobox references

Dithiopyr is a chemical used as an preemergent herbicide used to prevent crabgrass seeds from sprouting in the spring.[1] Dithiopyr may alter microtubule polymerization and stability by "interacting with microtubule associated proteins and/or microtubule organizing centers rather than interaction directly with tubulin."[2]

It is an ingredient in many products including Dimension from Dow AgroSciences.[3]

Synthesis[edit]

Dithiopyr synthesis.svg

References[edit]

  1. ^ "Time is right to prevent crabgrass from sprouting". Osawatomie Graphic. April 7, 2010. Retrieved 2010-04-21. Most of the products that prevent crabgrass contain Dimension (chemical name — dithiopyr) or Barricade (chemical name — prodiamine). Both of these chemicals work well and are long-lasting, so they stop crabgrass throughout the summer. 
  2. ^ Barbara L. Armbruster, William T. Molin, and 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. 
  3. ^ Material Safety Data Sheet for Dimension