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Have been looking for iprodione information - decided to fill in phys/chem properties from other sources onto Wikipedia page.
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| Appearance=White powder
| Appearance=White powder
| Density=
| Density=
| MeltingPt= 133.4ºC
| MeltingPt=130 - 134ºC<ref>http://www.sigmaaldrich.com/MSDS/MSDS/DisplayMSDSPage.do?country=GB&language=en&productNumber=36132&brand=FLUKA&PageToGoToURL=http%3A%2F%2Fwww.sigmaaldrich.com%2Fcatalog%2Fproduct%2Ffluka%2F36132%3Flang%3Den</ref>
| BoilingP t=164.5ºC (decomposes)
| BoilingPt=
| Solubility=13 ''mg/L'' at 20ºC <ref>Standon Iprodione 50WP MSDS, 2007</ref>
| Solubility=12.2 ''mg/L'' at 20ºC <ref>http://www.fao.org/fileadmin/templates/agphome/documents/Pests_Pesticides/Specs/Iprodione06.pdf</ref>
| Solvent1 = acetone
| Solubility1 = 342 ''g/L''
| Solvent2 = hexane
| Solubility2 = 0.59 ''g/L''
| Solvent3 = acetonitrile
| Solubility3 = 168 ''g/L''
| Solvent4 = dichloromethane
| Solubility4 = 450 ''g/L''
| Solvent5 = ethyl acetate
| Solubility5 = 225 ''g/L''
| Solvent6 = toluene
| Solubility6 = 147 ''g/L''
| Solvent7 = octanol
| Solubility7 = 10 ''g/L''
}}
}}
|Section3= {{Chembox Hazards
|Section3= {{Chembox Hazards
| RPhrases = {{R40}}, {{R50/53}}
| SPhrases = {{S35}}, {{S36/37}}
| MainHazards=Limited evidence of carcinogenic effect
| MainHazards=Limited evidence of carcinogenic effect
| FlashPt=
| FlashPt=

Revision as of 12:12, 13 December 2013

Iprodione
Names
IUPAC name
3-(3,5-dichlorophenyl)-N-isopropyl-2,4-dioxoimidazolidine-1-carboxamide
Other names
Glycophene
Promidione
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.048.328 Edit this at Wikidata
KEGG
  • InChI=1S/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20) checkY
    Key: ONUFESLQCSAYKA-UHFFFAOYSA-N checkY
  • InChI=1/C13H13Cl2N3O3/c1-7(2)16-12(20)17-6-11(19)18(13(17)21)10-4-8(14)3-9(15)5-10/h3-5,7H,6H2,1-2H3,(H,16,20)
    Key: ONUFESLQCSAYKA-UHFFFAOYAC
  • O=C2N(c1cc(Cl)cc(Cl)c1)C(=O)CN2C(=O)NC(C)C
Properties
C13H13Cl2N3O3
Molar mass 330.16662
Appearance White powder
Melting point 133.4ºC
12.2 mg/L at 20ºC [1]
Solubility in acetone 342 g/L
Solubility in hexane 0.59 g/L
Solubility in acetonitrile 168 g/L
Solubility in dichloromethane 450 g/L
Solubility in ethyl acetate 225 g/L
Solubility in toluene 147 g/L
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Limited evidence of carcinogenic effect
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

Iprodione is an imidazole fungicide.

Application

Iprodion is used on crops affected by Botrytis bunch rot, Brown rot, Sclerotinia and other fungal diseases in plants. It is currently applied in a variety of crops: fruit, vegetables, ornamental trees and scrubs and on lawns. It is a contact fungicide that inhibits the germination of fungal spores and it blocks the growth of the fungal mycelium.

It has been marketed under the brand name "Rovral" and "Chipco green" (both brands of Bayer CropScience). This chemical was developed originally by Rhône-Poulenc Agrochimie (later Aventis CropScience and in 2002 acquired by Bayer). Patents on iprodione are currently expired.

In 2010 Iprodione was launched in the United States as a nematicide with the brand name "Enclosure" by the agbiotech company DevGen.

References