Metribuzin

Metribuzin

Names
IUPAC name 4-Amino-6-tert-butyl-3-methylsulfanyl-1,2,4-triazin-5-one
Other names 4-Amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one
Identifiers
CAS Number	21087-64-9
ChEBI	CHEBI:34846
ChemSpider	28287
Jmol interactive 3D	Image
PubChem	30479
InChI InChI=1S/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3 Key: FOXFZRUHNHCZPX-UHFFFAOYSA-N InChI=1/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3 Key: FOXFZRUHNHCZPX-UHFFFAOYAI
SMILES CC(C)(C)C1=NN=C(N(C1=O)N)SC
Properties
Chemical formula	C8H14N4OS
Molar mass	214.29 g·mol^−1
Appearance	Colorless, crystalline solid[1]
Density	1.31 g/cm^3
Melting point	125 °C (257 °F; 398 K)
Solubility in water	0.1% (20 °C)[1]
Vapor pressure	0.0000004 mmHg (20 °C)[1]
Hazards
US health exposure limits (NIOSH):
PEL (Permissible)	none[1]
REL (Recommended)	5 mg/m^3[1]
IDLH (Immediate danger	N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Metribuzin (4-amino-6-tert-butyl-3-(methylthio)-as-triazin-5(4H)-one) is an herbicide used both pre- and post-emergence in crops including soy bean, potatoes, tomatoes and sugar cane. It acts by inhibiting photosynthesis by disrupting photosystem II.^[2] It is widely used in agriculture and has been found to contaminate groundwater.^[3]

References

1. "NIOSH Pocket Guide to Chemical Hazards #0430". National Institute for Occupational Safety and Health (NIOSH).
2. Terence Robert Roberts; David Herd Hutson (17 July 1998). Metabolic Pathways of Agrochemicals: Herbicides and plant growth regulators. Royal Society of Chemistry. pp. 662–. ISBN 978-0-85404-494-8. Retrieved 25 May 2012.
3. Undabeytia, T. S.; Recio, E.; Maqueda, C.; Morillo, E.; Gómez-Pantoja, E.; Sánchez-Verdejo, T. (2011). "Reduced metribuzin pollution with phosphatidylcholine-clay formulations". Pest Management Science 67 (3): 271–278. doi:10.1002/ps.2060. PMID 21308953.

External Links

• Metribuzin in the Pesticide Properties DataBase (PPDB)