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Terbuthylazine

Names
Preferred IUPAC name N-tert-Butyl-6-chloro-N-ethyl-1,3,5-triazine-2,4-diamine
Identifiers
CAS Number	5915-41-3
3D model (JSmol)	Interactive image
ChEBI	CHEBI:30263
ChemSpider	20848
ECHA InfoCard	100.025.125
KEGG	C18810
PubChem CID	22206
UNII	M095B391J7
CompTox Dashboard (EPA)	DTXSID4027608
InChI InChI=1S/C9H16ClN5/c1-5-11-7-12-6(10)13-8(14-7)15-9(2,3)4/h5H2,1-4H3,(H2,11,12,13,14,15)Key: FZXISNSWEXTPMF-UHFFFAOYSA-N InChI=1/C9H16ClN5/c1-5-11-7-12-6(10)13-8(14-7)15-9(2,3)4/h5H2,1-4H3,(H2,11,12,13,14,15)Key: FZXISNSWEXTPMF-UHFFFAOYAN
SMILES Clc1nc(nc(n1)NC(C)(C)C)NCC
Properties
Chemical formula	C9H16ClN5
Molar mass	229.710 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is  ?) Infobox references

Terbuthylazine is a selective herbicide. Chemically, it is a halogenated triazine; compared with atrazine (1958 inv., Geigy lab) and simazine, it has a tert-butyl group ${\textstyle {\ce {-}}}$ in place of the isopropyl ${\textstyle {\ce {-}}}$ and ethyl group, respectively. The sim-azine molecule with 2 ethyl groups is symmetric and flat (excepting its equal ${\textstyle {\ce {NH-C2H5}}}$ends). The threefold substituted triazines have resonance of the free (non-bonding, ${\textstyle \pi }$-) electron pairs, resulting in equivalent mesomeric structures.

<Simazine remains active in the soil for 2 to 7 months or longer after application. Atrazine remains in soil for a matter of months (although in some soils can persist to at least 4 years) and can migrate from soil to groundwater.>

References

1. Dousset, S.; Mouvet, C.; Schiavon, M. (1994). "Sorption of terbuthylazine and atrazine in relation to the physico-chemical properties of three soils". Chemosphere. 28 (3): 467–476. Bibcode:1994Chmsp..28..467D. doi:10.1016/0045-6535(94)90291-7.
2. Carretta, L.; Cardinali, A.; Marotta, E.; Zanin, G.; Masin, R. (2018). "Dissipation of terbuthylazine, metolachlor, and mesotrione in soils with contrasting texture". J Environ Sci Health B. 53 (10): 661–668. Bibcode:2018JESHB..53..661C. doi:10.1080/03601234.2018.1474556. PMID 29842837. S2CID 44163175.
3. Atrazine: Chemical Summary. Toxicity and Exposure Assessment for Children's Health (PDF) (Report). U.S. Environmental Protection Agency. 2007-04-24. Archived from the original (PDF) on 2012-03-16.

• Herbicides
• Triazines
• Chloroarenes
• Tert-butyl compounds