Spirodiclofen

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  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:38639
ChEMBL	ChEMBL2227839
ChemSpider	17215909
ECHA InfoCard	100.130.204
EC Number	604-636-5
KEGG	C18553
PubChem CID	177863
UNII	3X7G31F5MX  Y
CompTox Dashboard (EPA)	DTXSID6034928
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
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−1
Appearance	White solid
Melting point	94.8 °C (202.6 °F; 367.9 K) [1]
Hazards
GHS labelling:
Pictograms
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 [77 °F], 100 kPa). Infobox references

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] [3]}

Spirodiclofen belongs to the tetronic acid class and acts by inhibiting lipid biosynthesis, specifically acetyl CoA carboxylase, and is in IRAC group 23. ^{[3] [4]}

References

1. "EPA Pesticide Fact Sheet: Spirodiclofen" (PDF). Environmental Protection Agency.
2. "Spirodiclofen" (PDF). Food and Agricultural Organization of the United Nations.
3. Jeschke, Peter; Witschel, Matthias; Krämer, Wolfgang; Schirmer, Ulrich (25 January 2019). "32.4 Inhibitors of Lipid Synthesis: Acetyl‐CoA Carboxylase Inhibitors.". Modern Crop Protection Compounds (3rd ed.). Wiley‐VCH. pp. 1202–1222. ISBN   9783527699261.
4. 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.