Simazine

Simazine

Chembox new
ImageFile=Simazine.svg
ImageSize=
IUPACName=6-chloro-"N","N"'-diethyl-1,3,5-triazine-2,4-diamine
OtherNames=
Section1= Chembox Identifiers
CASNo=122-34-9
PubChem=5216
SMILES=CCNC1=NC(=NC(=N1)Cl)NCC
Section2= Chembox Properties
Formula=C7H12ClN5
MolarMass=201.657 g/mol
Appearance=White crystalline powder
Density=1.3 kg/dm3
MeltingPt=225-227°C
BoilingPt=
Solubility=Insoluble (5 mg/L water)
Solvent= Methanol, chloroform, diethyl ether
Section3= Chembox Hazards
MainHazards=
FlashPt=
Autoignition=

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

Physical properties

* Water solubility: 5 mg/L @ 20 C
* Solubility in other solvents: s. in methanol, chloroform, and diethyl ether [6] ; s.s. in pentane
* Vapor pressure: 0.000810 mPa @ 20 C
* Partition coefficient: 1.9600
* Adsorption coefficient: 130

Preparation

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

Simazine is an off-white crystalline compound which is sparingly soluble in water. It is a member of the triazine-derivative herbicides (see also atrazine) and was widely used as a residual non-selective herbicide but is now banned in European Union states (EU directive 91/414/EEC). Like atrazine, it acts by inhibiting photosynthesis. It remains active in the soil for 2-7 months after application.

Mechanism

This is the first part of the mechanism. The produce the product simazine, add 4 equivalence of ethylamine instead of 2.

External links

* Pesticide Action Network [http://pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC34340]
* Extoxnet PIP [http://extoxnet.orst.edu/pips/simazine.htm]


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Look at other dictionaries:

  • Simazine — Général Nom IUPAC 2 chloro 4,6 diéthylamine 1,3,5 triazine No CAS …   Wikipédia en Français

  • simazine — noun Etymology: sim (probably alteration of sym symmetrical, prefix used in names of organic compounds) + triazine Date: 1956 a selective herbicide C7H12N5Cl used to control weeds especially among crop plants …   New Collegiate Dictionary

  • simazine — /suy meuh zeen /, n. Chem. a colorless crystalline selective herbicide, C7H12ClN5, used for season long weed control in corn and other crops. [1955 60; sim , resp. of SYM(METRICAL) + (TRI)AZINE] * * * …   Universalium

  • simazine — noun The herbicide and algicide 6 chloro N2,N4 diethyl 1,3,5 triazine 2,4 diamine …   Wiktionary

  • simazine — si·ma·zine (siґmə zēn) an herbicide used in gardens; it is toxic to ruminants, causing liver and kidney damage and neurotoxicity that can be fatal …   Medical dictionary

  • simazine — [ sɪməzi:n, sʌɪ ] noun a synthetic herbicide derived from triazine. Origin 1950s: blend of symmetrical and triazine …   English new terms dictionary

  • simazine — si·ma·zine …   English syllables

  • simazine — /ˈsɪməzin/ (say simuhzeen) noun a herbicide used to control broad leaved weeds and annual grasses; derived from triazine …  

  • simazine — noun a herbicide used to control weeds (especially among crops) • Hypernyms: ↑herbicide, ↑weedkiller, ↑weed killer …   Useful english dictionary

  • 122-34-9 — Simazine Simazine Général Nom IUPAC 2 chloro 4,6 diéthylamine 1,3,5 triazine No CAS …   Wikipédia en Français

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