Simazine

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Simazine
Simazine.svg
Identifiers
CAS number122-34-9 YesY
PubChem5216
ChemSpider5027 YesY
KEGGC11172 YesY
ChEBICHEBI:27496 YesY
ChEMBLCHEMBL1605837
Jmol-3D imagesImage 1
Properties
Molecular formulaC7H12ClN5
Molar mass201.66 g mol−1
AppearanceWhite crystalline powder
Density1.3 g/cm3
Melting point225–227 °C (437–441 °F; 498–500 K)
Solubility in water5 mg/L
Solubility in other solventsSoluble in methanol, chloroform, and diethyl ether; slightly soluble in pentane
log P1.9600
Vapor pressure0.000810 mPa at 20 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references
 
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Simazine
Simazine.svg
Identifiers
CAS number122-34-9 YesY
PubChem5216
ChemSpider5027 YesY
KEGGC11172 YesY
ChEBICHEBI:27496 YesY
ChEMBLCHEMBL1605837
Jmol-3D imagesImage 1
Properties
Molecular formulaC7H12ClN5
Molar mass201.66 g mol−1
AppearanceWhite crystalline powder
Density1.3 g/cm3
Melting point225–227 °C (437–441 °F; 498–500 K)
Solubility in water5 mg/L
Solubility in other solventsSoluble in methanol, chloroform, and diethyl ether; slightly soluble in pentane
log P1.9600
Vapor pressure0.000810 mPa at 20 °C
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

Simazine is an herbicide of the triazine class. The compound is used to control broad-leaved weeds and annual grasses.

Preparation[edit]

Simazine may be prepared in the laboratory from cyanuric chloride crystals and a strong solution of ethyl amine (at least 50 percent by number in water). 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 nonselective herbicide, but is now banned in European Union states.[1] Like atrazine, a related triazine herbicide, it acts by inhibiting photosynthesis. It remains active in the soil for 2-7 months after application.

See also[edit]

References[edit]

  1. ^ EU directive 91/414/EEC

External links[edit]