Simazine
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Preferred IUPAC name 6-Chloro-N2,N4-diethyl-1,3,5-triazine-2,4-diamine | |
Identifiers | |
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ChEBI |
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ChEMBL |
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ChemSpider |
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ECHA InfoCard | 100.004.124 |
KEGG |
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UNII |
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CompTox Dashboard (EPA) |
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InChI
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Properties | |
Chemical formula | 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) |
Solubility in water | 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). N verify (what is YN ?) Infobox references |
Simazine is an herbicide of the triazine class. The compound is used to control broad-leaved weeds and annual grasses.
Preparation
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 below 10 °C.
Cyanuric chloride decomposes at high temperatures into hydrogen chloride and hydrogen cyanide, both of which are highly toxic by inhalation.
Properties and uses
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
- Atrazine
References
External links
- Simazine, Extoxnet PIP
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