Terbuthylazine

Terbuthylazine
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
UNII
  • 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) Y
    Key: FZXISNSWEXTPMF-UHFFFAOYSA-N Y
  • 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
  • Clc1nc(nc(n1)NC(C)(C)C)NCC
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).
Y verify (what is YN ?)
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 −[C−(CH3)3] in place of the isopropyl −[CH−(CH3)2] and ethyl group, respectively. 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) and can migrate from soil to groundwater.>

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