Chemistry:Tebuthiuron
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| Names | |
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| Preferred IUPAC name
N-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-N,N′-dimethylurea | |
| Other names
Spike; Brulan; Brush Bullet; EL-103; Graslan; Perflan; Herbec; Herbic; Reclaim
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| Identifiers | |
3D model (JSmol)
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| ChEBI | |
| ChEMBL | |
| ChemSpider | |
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| KEGG | |
PubChem CID
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| UNII | |
| UN number | 3077 |
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| 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 | |
| Hazards | |
| Main hazards | dangerous for the environment |
| Safety data sheet | ChemAdvisor MSDS |
| GHS pictograms |  
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| GHS Signal word | Warning |
| H302, H410 | |
| P264, P270, P273, P301+312, P330, P391, P501 | |
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. 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][6]
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 Europe, tebuthiuron has been banned since November 2002.[7]
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.[6][8]
References
- ↑ 1.0 1.1 "Pesticide Information Profile Tebuthiuron". Cornell University. Sep 1993. http://pmep.cce.cornell.edu/profiles/extoxnet/pyrethrins-ziram/tebuthiuron-ext.html.
- ↑ "1-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea". Royal Society of Chemistry. 2011. http://www.chemspider.com/Chemical-Structure.5190.html.
- ↑ "Tebuthiuron". NIST. 2008. http://webbook.nist.gov/cgi/inchi/InChI%3D1S/C9H16N4OS/c1-9(2%2C3)6-11-12-8(15-6)13(5)7(14)10-4/h1-5H3%2C(H%2C10%2C14).
- ↑ 4.0 4.1 "Tebuthiuron Herbicide Fact Sheet". Bonneville Power Administration. March 2000. http://efw.bpa.gov/environmental_services/Document_Library/Vegetation_Management/sheets/Tebuthiuron.pdf.
- ↑ "InfoCard". ECHA. https://echa.europa.eu/substance-information/-/substanceinfo/100.047.070.
- ↑ 6.0 6.1 Stephen Enloe; Scott McElroy (15 February 2011). "The Poisoning of Toomer's Oaks". Auburn University. http://ocm.auburn.edu/news/toomers_aces.pdf.
- ↑ European Commission (2002). "Commission Regulation (EC) No 2076/2002 of 20 November 2002". http://eur-lex.europa.eu/legal-content/EN/ALL/?uri=CELEX:32002R2076.
- ↑ "Man arrested in poisoning of Auburn University landmark live oaks". CNN. 17 February 2011. http://www.cnn.com/2011/CRIME/02/17/alabama.auburn.trees/index.html.
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