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140163-89-9

140163-89-9 Structure

140163-89-9 Structure
IdentificationBack Directory
[Name]

IMICYAFOS
[CAS]

140163-89-9
[Synonyms]

IMICYAFOS
Imicyafos@100 μg/mL in Acetonitrile
Imicyafos@1000 μg/mL in Acetonitrile
1-[ethoxy(propylsulfanyl)phosphoryl]-3-ethylimidazolidin-2-ylidene]cyanamide
O-ethyl S-propyl [(2E)-2-(cyanoimino)-3-ethylimidazolidin-1-yl]phosphonothioate
Phosphonothioic acid, P-[(2E)-2-(cyanoimino)-3-ethyl-1-imidazolidinyl]-, O-ethyl S-propyl ester
[Molecular Formula]

C11H21N4O2PS
[MDL Number]

MFCD28411672
[MOL File]

140163-89-9.mol
[Molecular Weight]

304.35
Chemical PropertiesBack Directory
[Boiling point ]

391.7±25.0 °C(Predicted)
[density ]

1.26±0.1 g/cm3(Predicted)
[pka]

-6.17±0.20(Predicted)
[Henry's Law Constant]

1.5×109 mol/(m3Pa) at 25℃, Ebert et al. (2023)
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H332-H301
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501-P261-P271-P304+P340-P312
Hazard InformationBack Directory
[Chemical Properties]

The pure product is a clear liquid with a melting point of -53.3 to -50.5°C. Its vapor pressure is 1.9×10-4 mPa (25°C). Its Kow IgP is 1.64 (25°C). Its solubility in water (pH 4.5, 20°C) is 77.63 g/L. Its solubility in other solvents (20°C, g/L) is 77.63 in n-hexane and ≥1000 in 1,2-dichloroethane, methanol, acetone, m-xylene, and ethyl acetate. Its photolysis DT50 (25°C) in aqueous solution is 179 days (pH 4), 178 days (pH 7), and 8 days (pH 9).
[Definition]

ChEBI: Imicyafos is a member of imidazolidines.
[Production Methods]

Imicyafos is typically synthesised through a multi-step process involving the formation of a phosphonothioate ester. The key reaction includes the condensation of O-ethyl and S-propyl groups with a substituted imidazolidine ring bearing a cyanoimino moiety. This synthesis requires precise control of reaction conditions to ensure the correct (E)-configuration of the final molecule.
[Mechanism of action]

High contact activity with and fast diffusion in soil. Acetylcholinesterase (AChE) inhibitor.
[Pesticide Type]

Nematicide
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