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Spirodiclofen

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Insecticide
Spirodiclofen
Names
Preferred IUPAC name 3-(2,4-Dichlorophenyl)-2-oxo-1-oxaspironon-3-en-4-yl 2,2-dimethylbutanoate
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.130.204 Edit this at Wikidata
EC Number
  • 604-636-5
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C21H24Cl2O4/c1-4-20(2,3)19(25)26-17-16(13-10-14(22)12-15(23)11-13)18(24)27-21(17)8-6-5-7-9-21/h10-12H,4-9H2,1-3H3Key: OYNVHVAEOLJJPV-UHFFFAOYSA-N
SMILES
  • CCC(C)(C)C(=O)OC1=C(C(=O)OC12CCCCC2)c3cc(cc(c3)Cl)Cl
Properties
Chemical formula C21H24Cl2O4
Molar mass 411.32 g·mol
Appearance White solid
Melting point 94.8 °C (202.6 °F; 367.9 K)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Signal word Danger
Hazard statements H317, H350, H361, H373, H410
Precautionary statements P201, P202, P260, P261, P272, P273, P280, P281, P302+P352, P308+P313, P314, P321, P333+P313, P363, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Spirodiclofen is an acaricide and insecticide used in agriculture to control mites and San Jose scale. In the United States, it is used on citrus, grapes, pome fruit, stone fruit, and tree nut crops.

Spirodiclofen belongs to the tetronic acid class and acts by inhibiting lipid biosynthesis.

References

  1. ^ "EPA Pesticide Fact Sheet: Spirodiclofen" (PDF). Environmental Protection Agency.
  2. "Spirodiclofen" (PDF). Food and Agricultural Organization of the United Nations.
  3. De Maeyer, L; Geerinck, R (2009). "The multiple target use of spirodiclofen (Envidor 240 SC) in IPM pomefruit in Belgium". Communications in Agricultural and Applied Biological Sciences. 74 (1): 225–32. PMID 20218531.
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