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Metribuzin
Names | |
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Preferred IUPAC name
3-Amino-5-tert-butyl-2-(methylsulfanyl)-1,2,4-triazin-5(4H)-one | |
Other names
4-Amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.040.175 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C8H14N4OS | |
Molar mass | 214.29 g·mol−1 |
Appearance | Colorless, crystalline solid |
Density | 1.31 g/cm3 |
Melting point | 125 °C (257 °F; 398 K) |
0.1% (20 °C) | |
Vapor pressure | 0.0000004 mmHg (20 °C) |
Hazards | |
NIOSH (US health exposure limits): | |
PEL (Permissible)
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none |
REL (Recommended)
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5 mg/m3 |
IDLH (Immediate danger)
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N.D. |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Metribuzin (4-amino-6-tert-butyl-3-(methylthio)-1,2,4-triazin-5(4H)-one) is a 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. It is widely used in agriculture and has been found to contaminate groundwater.
Metribuzin is produced by reacting one mole of 4-amino-6-tert-butyl-3-mercapto-(1,2,4)triazin-5(4H)one and half a mole of dimethyl sulfonate which react at 57°C in presence of sulfuric acid media about 7 hours and transfer methyl (CH3) from triazine to metribuzin and product formed 1 mole of metribuzin and half mole of sulfuric acid and later neutralized with soda ash and then purified.
MP=125°C, BP=132°C, and cause dust explosion if enough amount of energy absorbed by it.
External links
- Metribuzin in the Pesticide Properties DataBase (PPDB)