Misplaced Pages

This is an old revision of this page, as edited by 87.211.116.227 (talk) at 00:11, 18 October 2024 (chem. groups, persists in soil). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

This article needs additional citations for verification. Please help improve this article by adding citations to reliable sources. Unsourced material may be challenged and removed. Find sources: "Terbuthylazine" – news · newspapers · books · scholar · JSTOR (January 2021) (Learn how and when to remove this message)

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