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Names | |
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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 |
Density | 1.19 g/cm3 |
Melting point | 176 to 179 °C (349 to 354 °F; 449 to 452 K) |
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 −[C−(CH3)3] in place of the isopropyl −[CH−(CH3)2] and ethyl group, respectively. [1] [2] The sim-azine molecule with 2 ethyl groups is symmetric and flat (excepting its equal NH−C2H5 ends). The threefold substituted triazines have resonance of the free (non-bonding, -) 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) [3] and can migrate from soil to groundwater.