Tebuthiuron

{{Short description|Nonselective broad spectrum herbicide}}

{{chembox

| Reference ={{cite web |url=http://pmep.cce.cornell.edu/profiles/extoxnet/pyrethrins-ziram/tebuthiuron-ext.html |title=Pesticide Information Profile Tebuthiuron |access-date=17 February 2011 | date=Sep 1993 |publisher=Cornell University }}{{cite web |url=http://www.chemspider.com/Chemical-Structure.5190.html |title=1-(5-tert-butyl-1,3,4-thiadiazol-2-yl)-1,3-dimethylurea |access-date=17 February 2011 |year=2011 |publisher=Royal Society of Chemistry}}{{cite web |url=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) |title=Tebuthiuron |access-date=17 February 2011 |year=2008 |publisher=NIST}}{{cite web |url=http://efw.bpa.gov/environmental_services/Document_Library/Vegetation_Management/sheets/Tebuthiuron.pdf |title=Tebuthiuron Herbicide Fact Sheet |access-date=17 February 2011| date=March 2000 |publisher=Bonneville Power Administration}}{{cite web |url=https://echa.europa.eu/substance-information/-/substanceinfo/100.047.070 |title=InfoCard |access-date=17 October 2016 |publisher=ECHA }}

| ImageFile = Tebuthiuron.svg

| ImageSize =

| PIN =N-(5-tert-Butyl-1,3,4-thiadiazol-2-yl)-N,N′-dimethylurea

| OtherNames =Spike; Brulan; Brush Bullet; EL-103; Graslan; Perflan; Herbec; Herbic; Reclaim

|Section1={{Chembox Identifiers

| CASNo = 34014-18-1

| CASNo_Ref = {{cascite|correct|CAS}}

| ChEBI = 81745

| ChEMBL = 1557493

| ChemSpiderID = 5190

| EC_number = 251-793-7

| KEGG = C18436

| UNNumber = 3077

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = E5OX6GM11E

| PubChem = 5383

| InChI = 1/C9H16N4OS/c1-9(2,3)6-11-12-8(15-6)13(5)7(14)10-4/h1-5H3,(H,10,14)

| InChIKey = HBPDKDSFLXWOAE-UHFFFAOYAB

| SMILES = O=C(N(c1nnc(s1)C(C)(C)C)C)NC

| StdInChI = 1S/C9H16N4OS/c1-9(2,3)6-11-12-8(15-6)13(5)7(14)10-4/h1-5H3,(H,10,14)

| StdInChIKey = HBPDKDSFLXWOAE-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=9 | H=16 | N=4 | O=1 | S=1

| Appearance =Off-white to buff-colored crystalline solid

| Density =1.186 g/cm³

| MeltingPtC = 163.19

| MeltingPt_notes = (mean or weighted MP)

| BoilingPtC = 394.23

| BoilingPt_notes = (Adapted Stein & Brown method){{Who |date=June 2024}}

| Solubility =2500 mg/L

| VaporPressure = 0.27 mPa

}}

|Section3={{Chembox Hazards

| ExternalSDS = [http://www.chemadvisor.com/SymyxMSDS/ohsdoc.pl?OHSNUMBER=OHS72340&DOCTYPE=SUMMARY ChemAdvisor MSDS]

| MainHazards = dangerous for the environment

| FlashPt =

|LD50 = {{ubl|644mg/kg (rat, oral)|286mg/kg (rabbit, oral)|>500mg/kg (dogs, oral){{cite web |title=FMC Graslan Herbicide MSDS |url=https://ag.fmc.com/au/en/products/herbicides/graslan-herbicide |website=ag.fmc.com |access-date=1 June 2025 |location=Australia |date=Jan 2022}}}}

| AutoignitionPt =

| GHSPictograms = {{GHS07}}{{GHS09}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|302|410}}

| PPhrases = {{P-phrases|264|270|273|301+312|330|391|501}}

}}

}}

Tebuthiuron is a nonselective broad spectrum herbicide of the urea class. It is used to control weeds, woody and herbaceous plants, and sugar cane. It is absorbed by the roots and transported to the leaves, where it inhibits photosynthesis.{{cite web |url=http://ocm.auburn.edu/news/toomers_aces.pdf |title=The Poisoning of Toomer's Oaks |access-date=17 February 2011 |author=Stephen Enloe |author2=Scott McElroy |date=15 February 2011 |publisher=Auburn University |archive-url=https://web.archive.org/web/20110220054301/http://ocm.auburn.edu/news/toomers_aces.pdf |archive-date=2011-02-20 }} The ingredient was discovered by Air Products and Chemicals, but was registered by Elanco in the United States in 1974, and later sold to Dow AgroSciences.{{cite web |last1=Durkin |first1=Patrick R. |title=Tebuthiuron: Human Health and Ecological Risk Assessment FINAL REPORT |url=https://www.fs.usda.gov/foresthealth/pesticide/pdfs/Tebuthiuron.pdf |website=USDA |publisher=Syracuse Environmental Research Associates, Inc. |access-date=19 June 2024 |date=September 22, 2016}}