Spirodiclofen Chemische Eigenschaften,Einsatz,Produktion Methoden
R-S?tze Betriebsanweisung:
R43:Sensibilisierung durch Hautkontakt m?glich.
R67:D?mpfe k?nnen Schl?frigkeit und Benommenheit verursachen.
R65:Gesundheitssch?dlich: kann beim Verschlucken Lungensch?den verursachen.
R63:Kann das Kind im Mutterleib m?glicherweise sch?digen.
R48/20:Gesundheitssch?dlich: Gefahr ernster Gesundheitssch?den bei l?ngerer Exposition durch Einatmen.
R38:Reizt die Haut.
R11:Leichtentzündlich.
S-S?tze Betriebsanweisung:
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S62:Bei Verschlucken kein Erbrechen herbeiführen. Sofort ?rztlichen Rat einholen und Verpackung oder dieses Etikett vorzeigen.
Beschreibung
Spirodiclofen is a new selective, non systemic acaricide belonging to the chemical group of the spirocyclic tetronic acid derivatives. It acts by interfering with mite development, thereby controlling such pests as Panonychus spp., Phyllocoptruta spp., Brevipalpus spp., and Aculus and Tetranychus species. Spirodiclofen is active by contact to mite eggs, all nymphal stages, and adult females (adult males are not effected). Spirodiclofen is structurally similar to spiromesifen, which is also a tetronic acid insecticide. Spirodiclofen is registered worldwide for use on a variety of crops including citrus, pome fruits, stone fruits, grapes and ornamentals.
Definition
ChEBI: Spirodiclofen is an organochlorine acaricide, a dichlorobenzene, an oxaspiro compound and a gamma-lactone. It derives from a 1,3-dichlorobenzene.
Synthese
Spirodiclofen is commercially produced via a multi-step synthesis starting with the condensation of 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum’s acid) with 3-(2,4-dichlorophenyl)propanoyl chloride under basic conditions to form an intermediate enol ester, which undergoes thermal cyclisation in the presence of 1,1,1-trichloroethane or similar solvent to yield the spirocyclic core; subsequent esterification with 2,2-dimethylbutyryl chloride and purification give the active compound.
Mode of action
Spirodiclofen is a progenitor of tetronic acid derivates (inhibitors of acetyl CoA carboxylase), characterized by an original (unique) mechanism of action which combines long-lasting protection with anthocorid safety for effective integrated pest management.
It interferes/inhibits the lipid biosynthesis of Mites, Mealybugs and Pear-psylla.
Spirodiclofen Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
