Simazine is an herbicide of the triazine class. The compound is used to control broad-leaved weeds and annual grasses.
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Preferred IUPAC name
6-Chloro-N2,N4-diethyl-1,3,5-triazine-2,4-diamine | |
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3D model (JSmol)
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.004.124 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C7H12ClN5 | |
Molar mass | 201.66 g·mol−1 |
Appearance | White crystalline powder |
Density | 1.3 g/cm3 |
Melting point | 225–227 °C (437–441 °F; 498–500 K) |
5 mg/L | |
Solubility in other solvents | Soluble in methanol, chloroform, and diethyl ether; slightly soluble in pentane |
log P | 1.9600 |
Vapor pressure | 0.000810 mPa at 20 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Preparation edit
Simazine may be prepared from cyanuric chloride and a concentrated solution of ethyl amine (at least 50 percent by number) in water.[1] The reaction is highly exothermic and is therefore best carried out in an ice bath below 10 °C. It is also essential to carry out the synthesis in a fume hood since cyanuric chloride decomposes at high temperatures into hydrogen chloride and hydrogen cyanide, both of which are highly toxic by inhalation.
Properties and uses edit
Simazine is an off-white crystalline compound which is sparingly soluble in water. It is a member of the triazine-derivative herbicides, and was widely used as a residual non-selective herbicide, but is now banned in European Union states.[2] Like atrazine, a related triazine herbicide, it acts by inhibiting photosynthesis. It remains active in the soil for two to seven months or longer after application.
See also edit
References edit
External links edit
- Simazine, Extoxnet PIP