| Revision as of 14:21, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 444106743 of page Simazine for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 05:24, 22 September 2024 edit Renamed user 1e23409a06e0b7922c2dfc98dde51974 (talk | contribs)Extended confirmed users1,813 edits →PreparationTags: Mobile edit Mobile web edit Advanced mobile edit |
| Line 1: |
Line 1: |
|
{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
|
|
{{chembox |
|
{{chembox |
|
|
| Verifiedfields = changed |
| ⚫ |
| verifiedrevid = 444104615 |
|
|
|
| Watchedfields = changed |
| ⚫ |
|ImageFile=Simazine Structural Formulae .V.1.svg |
|
|
⚫ |
| verifiedrevid = 464391754 |
| ⚫ |
|ImageSize= |
|
|
⚫ |
| ImageFile = Simazine.svg |
| ⚫ |
|IUPACName=6-chloro-''N'',''N'''-diethyl-1,3,5-triazine-2,4-diamine |
|
|
⚫ |
| ImageSize = 200px |
| ⚫ |
|OtherNames= |
|
|
|
| ImageAlt = Skeletal formula of simazine |
| ⚫ |
|Section1= {{Chembox Identifiers |
|
|
|
| ImageFile1 = Simazine-3D-spacefill.png |
| ⚫ |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
|
|
| ImageAlt1 = Space-filling model of simazine |
|
⚫ |
| PIN=6-Chloro-''N''<sup>2</sup>,''N''<sup>4</sup>-diethyl-1,3,5-triazine-2,4-diamine |
|
⚫ |
| OtherNames= |
|
⚫ |
|Section1={{Chembox Identifiers |
|
⚫ |
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
|
| ChemSpiderID = 5027 |
|
| ChemSpiderID = 5027 |
|
| InChI = 1/C7H12ClN5/c1-3-9-6-11-5(8)12-7(13-6)10-4-2/h3-4H2,1-2H3,(H2,9,10,11,12,13) |
|
| InChI = 1/C7H12ClN5/c1-3-9-6-11-5(8)12-7(13-6)10-4-2/h3-4H2,1-2H3,(H2,9,10,11,12,13) |
| Line 17: |
Line 21: |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo_Ref = {{cascite|correct|CAS}} |
|
| CASNo=122-34-9 |
|
| CASNo=122-34-9 |
|
|
| UNII_Ref = {{fdacite|correct|FDA}} |
| ⚫ |
| PubChem=5216 |
|
|
|
| UNII = SG0C34SMY3 |
|
|
| ChEMBL_Ref = {{ebicite|changed|EBI}} |
|
|
| ChEMBL = 1605837 |
|
⚫ |
| PubChem=5216 |
|
| KEGG_Ref = {{keggcite|correct|kegg}} |
|
| KEGG_Ref = {{keggcite|correct|kegg}} |
|
| KEGG = C11172 |
|
| KEGG = C11172 |
|
| ChEBI_Ref = {{ebicite|correct|EBI}} |
|
| ChEBI_Ref = {{ebicite|correct|EBI}} |
|
| ChEBI = 27496 |
|
| ChEBI = 27496 |
|
| SMILES = Clc1nc(nc(n1)NCC)NCC |
|
| SMILES = Clc1nc(nc(n1)NCC)NCC |
|
}} |
|
}} |
|
|Section2= {{Chembox Properties |
|
|Section2={{Chembox Properties |
|
|
| C=7 | H=12 | Cl=1 | N=5 |
|
| Formula=C<sub>7</sub>H<sub>12</sub>ClN<sub>5</sub> |
|
|
⚫ |
| Appearance=White crystalline powder |
|
| MolarMass=201.657 g/mol |
|
|
⚫ |
| Density=1.3 g/cm<sup>3</sup> |
| ⚫ |
| Appearance=White crystalline powder |
|
|
⚫ |
| MeltingPtC=225-227 |
| ⚫ |
| Density=1.3 kg/dm3 |
|
|
⚫ |
| BoilingPt= |
| ⚫ |
| MeltingPt=225-227 °C |
|
|
⚫ |
| Solubility=5 mg/L |
| ⚫ |
| BoilingPt= |
|
|
|
| SolubleOther = Soluble in ], ], and ]; slightly soluble in ] |
| ⚫ |
| Solubility=Insoluble (5 mg/L water) |
|
|
|
| Solvent=other solvents |
|
| Solvent= ], ], ] |
|
|
|
| VaporPressure =0.000810 mPa at 20 °C |
|
|
| LogP = 1.9600 |
|
}} |
|
}} |
|
|Section3= {{Chembox Hazards |
|
|Section3={{Chembox Hazards |
|
| MainHazards= |
|
| MainHazards= |
|
| FlashPt= |
|
| FlashPt= |
|
|
| AutoignitionPt = |
|
| Autoignition= |
|
|
}} |
|
}} |
|
}} |
|
}} |
|
|
|
|
|
'''Simazine''' is an ] of the ] class. The compound is used to control broad-leaved ]s and ] ]. |
|
|
|
|
|
==Preparation== |
|
|
Simazine may be prepared from ] and a concentrated solution of ] (at least 50 percent by number) in water.<ref>{{cite web | url = https://pubchem.ncbi.nlm.nih.gov/compound/Simazine#section=Methods-of-Manufacturing&fullscreen=true | title = Simazine: Methods of Manufacturing | publisher = ] }}</ref> The reaction is highly ] and is therefore best carried out below 10 °C. |
|
|
|
|
|
Cyanuric chloride decomposes at high temperatures into ] and ], 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.<ref>{{CELEX|32004D0247|language=EN|format=PDF|text = 2004/247/EC: Commission Decision of 10 March 2004 concerning the non-inclusion of simazine in Annex I to Council Directive 91/414/EEC and the withdrawal of authorisations for plant protection products containing this active substance}}</ref> Like ], a related triazine herbicide, it acts by inhibiting ]. It remains active in the soil for two to seven months or longer after application. |
|
|
|
|
|
==See also== |
|
|
* ] |
|
|
|
|
|
==References== |
|
|
{{reflist}} |
|
|
|
|
|
==External links== |
|
|
* , Extoxnet PIP |
|
|
|
|
|
{{Herbicides}} |
|
|
|
|
|
] |
|
|
] |
|
|
] |