Tebuthiuron

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Tebuthiuron[1][2][3][4][5]
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Names
IUPAC name
1-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea
Other names
Spike; Brulan; Brush Bullet; EL-103; Graslan; Perflan; Herbec; Herbic; Reclaim
Identifiers
34014-18-1 YesY
ChEMBL ChEMBL1557493
ChemSpider 5190
EC Number 251-793-7
Jmol 3D model Interactive image
KEGG C18436
PubChem 5383
  • InChI=1S/C9H16N4OS/c1-9(2,3)6-11-12-8(15-6)13(5)7(14)10-4/h1-5H3,(H,10,14)
    Key: HBPDKDSFLXWOAE-UHFFFAOYSA-N
  • InChI=1/C9H16N4OS/c1-9(2,3)6-11-12-8(15-6)13(5)7(14)10-4/h1-5H3,(H,10,14)
    Key: HBPDKDSFLXWOAE-UHFFFAOYAB
  • O=C(N(c1nnc(s1)C(C)(C)C)C)NC
Properties
C9H16N4OS
Molar mass 228.31 g·mol−1
Appearance Off-white to buff colored crystalline solid
Density 1.186 g/cm3
Melting point 163.19 °C (325.74 °F; 436.34 K) (mean or weighted MP)
Boiling point 394.23 °C (741.61 °F; 667.38 K) (Adapted Stein & Brown method)
2500 mg/L
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tebuthiuron is a nonselective broad spectrum herbicide of the urea class.[6] It is used in a number of herbicides manufactured by Dow AgroSciences, and is sold under several trade names, depending on the formulation. It is used to control weeds, woody and herbaceous plants, and sugar cane.[1] It is absorbed by the roots and transported to the leaves, where it inhibits photosynthesis.[4][7]

The Environmental Protection Agency considers tebuthiuron to have a great potential for groundwater contamination, due to its high water solubility, low adsorption to soil particles, and high persistence in soil (its soil half-life is 360 days).

In 2010, tebuthiuron was deliberately used in an act of vandalism to poison the live oak trees at Toomer's Corner on the Auburn University campus, following the 2010 Iron Bowl.[7][8]

References

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External links