ChemicalBook--->CAS DataBase List--->148477-71-8

148477-71-8

148477-71-8 Structure

148477-71-8 Structure
IdentificationBack Directory
[Name]

Spirodiclofen
[CAS]

148477-71-8
[Synonyms]

baj2740
SpirodicL
Daniemon(TM)
SPIRODICLOFEN
Spirodiclofen Standard
Spirodiclofen, Pestanal
Spirodiclofen solution
spirodiclofen(bsi, pa iso)
FREE SAMPLE NCV SPIRODICLOFEN
intermediate for Spirodiclofen
SPIRODICLOFEN 10 NG/UL PESTANAL
Spirodiclofen 100mg [148477-71-8]
Spirodiclofen@100 μg/mL in Methanol
Spirodiclofen@1000 μg/mL in Acetonitrile
3-(2,4-DICHLOROPHENYL)-2-OXO-1-OXASPIRO[4.5]DEC-3-EN-4-YL) 2,2-DIMETHYLBUTYRATE
[3-(2,4-Dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl] 2,2-dimethylbutanoate
2,2-dimethylbutanoic acid [2-(3,5-dichlorophenyl)-3-oxo-4-oxaspiro[4.5]dec-1-en-1-yl] ester
Butanoic acid, 2,2-dimethyl-,3-(2,4-dichlorophenyl)-2-oxo-1-oxaspiro[4.5]dec-3-en-4-yl ester
[EINECS(EC#)]

604-636-5
[Molecular Formula]

C21H24Cl2O4
[MDL Number]

MFCD04972571
[MOL File]

148477-71-8.mol
[Molecular Weight]

411.32
Chemical PropertiesBack Directory
[Melting point ]

101-108°
[Boiling point ]

550.2±50.0 °C(Predicted)
[density ]

1.28±0.1 g/cm3(Predicted)
[vapor pressure ]

0-0Pa at 20-25℃
[Fp ]

4 °C
[storage temp. ]

0-6°C
[solubility ]

Chloroform (Slightly), DMSO, Methanol (Sparingly)
[form ]

neat
[color ]

White to Off-White
[Henry's Law Constant]

1.7×102 mol/(m3Pa) at 25℃, HSDB (2015)
[Major Application]

agriculture
environmental
[InChI]

1S/C21H24Cl2O4/c1-4-20(2,3)19(25)26-17-16(14-9-8-13(22)12-15(14)23)18(24)27-21(17)10-6-5-7-11-21/h8-9,12H,4-7,10-11H2,1-3H3
[InChIKey]

DTDSAWVUFPGDMX-UHFFFAOYSA-N
[SMILES]

CCC(C)(C)C(=O)OC1=C(C(=O)OC12CCCCC2)c3ccc(Cl)cc3Cl
[LogP]

5.83 at 20℃ and pH4
[EPA Substance Registry System]

Spirodiclofen (148477-71-8)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Environment (GHS09)
GHS07,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H317-H350-H361f-H373-H410
[Precautionary statements ]

P201-P202-P273-P280-P302+P352-P308+P313
[Hazard Codes ]

Xi,Xn,F
[Risk Statements ]

43-67-65-63-48/20-38-11
[Safety Statements ]

36/37-62
[RIDADR ]

UN1294 3/PG 2
[WGK Germany ]

2
[REACH Registrations]

Inactive
[Storage Class]

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
[Hazard Classifications]

Aquatic Chronic 1
Carc. 1B
Repr. 2
Skin Sens. 1B
STOT RE 2
[Hazardous Substances Data]

148477-71-8(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): >2500 orally; >2000 dermally (24 hr); LC50 (4 hr) in rats (mg/m3): >5000 by inhalation; LC50 (96 hr) in fish: >68 mg/l (Wachendorff)
Hazard InformationBack Directory
[Description]

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.
[Uses]

Acaricide.
[Uses]

Spirodiclofen is a tetronic acid acaricide fungicide used in controlling red mites.
[Definition]

ChEBI: Spirodiclofen is an organochlorine acaricide, a dichlorobenzene, an oxaspiro compound and a gamma-lactone. It derives from a 1,3-dichlorobenzene.
[Synthesis]

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.
[storage]

Store at -20°C
[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.
[Pesticide Type]

Acaricide; Insecticide
Spectrum DetailBack Directory
[Spectrum Detail]

Spirodiclofen(148477-71-8)1HNMR
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