Terbuthylazine
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| Names | |
|---|---|
| Preferred IUPAC name N2-tert-Butyl-6-chloro-N4-ethyl-1,3,5-triazine-2,4-diamine | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.025.125 |
| KEGG | |
PubChem CID | |
| UNII | |
CompTox Dashboard (EPA) | |
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| Properties | |
| C9H16ClN5 | |
| Molar mass | 229.710 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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 in place of the isopropyl and ethyl group, respectively.[1][2]The sim-azine molecule with 2 ethyl groups is symmetric and flat (excepting its equal ends). The threefold substituted triazines have resonance of the free (non-bonding, -) electron pairs, resulting in equivalent mesomeric structures.
![{\textstyle {\ce {-[C-(CH3)3]}}}](https://wikimedia.org/api/rest_v1/media/math/render/svg/f6b36172f2e5db8bd50a0a0e17b199f198a39bb3)
![{\textstyle {\ce {-[CH-(CH3)2]}}}](https://wikimedia.org/api/rest_v1/media/math/render/svg/1aeb1fc6f72766a52daea895f9c58884d6d29140)
<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)[3] and can migrate from soil to groundwater.>
References
[edit]- ^ 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.
- ^ 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.
- ^ 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.