Spirodiclofen

Insecticide
Spirodiclofen
Names
Preferred IUPAC name
3-(2,4-Dichlorophenyl)-2-oxo-1-oxaspiro[4.5]non-3-en-4-yl 2,2-dimethylbutanoate
Identifiers
CAS Number
  • 148477-71-8 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:38639
ChEMBL
  • ChEMBL2227839
ChemSpider
  • 17215909
ECHA InfoCard 100.130.204 Edit this at Wikidata
EC Number
  • 604-636-5
KEGG
  • C18553
PubChem CID
  • 177863
UNII
  • 3X7G31F5MX checkY
CompTox Dashboard (EPA)
  • DTXSID6034928 Edit this at Wikidata
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,4-9H2,1-3H3
    Key: OYNVHVAEOLJJPV-UHFFFAOYSA-N
  • 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−1
Appearance White solid
Melting point 94.8 °C (202.6 °F; 367.9 K)[1]
Hazards
GHS labelling:
Pictograms
 GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
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 [77 °F], 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.[1][2]

Spirodiclofen belongs to the tetronic acid class and acts by inhibiting lipid biosynthesis.[3]

References

  1. ^ a b "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.