Phosphamidon

CAS Number 13171-21-6
Molecular Formula C10H19ClNO5P
Molecular Weight 299.691 g/mol
InChI Key RGCLLPNLLBQHPF-UHFFFAOYSA-N
LogP 0.79
Synonyms
  • Phosphamidon
  • 3-Chloro-4-(diethylamino)-4-oxobut-2-en-2-yl dimethyl phosphate
  • Phosphoric acid, 2-chloro-3-(diethylamino)-1-methyl-3-oxo-1-propen-1-yl dimethyl ester
  • 13171-21-6
  • Phosphoric acid, 2-chloro-3-(diethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester
  • 2-Chloro-2-diethylcarbamoyl-1-methylvinyl dimethyl phosphate
  • 2-Chloro-3-(diethylamino)-1-methyl-3-oxo-1-propenyl dimethyl phosphate
  • DIMECRIN
  • Dimecron
  • Dimecron 100
  • Dimecron 20
  • Dimecron 50
  • Dimethyl phosphate ester 2-chloro-N,N-diethyl-3-hydroxycrotonamide
  • fosfamidon
  • Kinadan
  • O,O-Dimethyl-O-(2-chloro-2-diethylcarbamoyl-1-methylvinyl) phosphate
  • O,O-Dimethyl-O-1-chloro-1-N-diethyl-carbamoyl-1-propen-2-yl phosphate
  • Phosphamidone
  • Phosphoric acid 2-chloro-3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester
  • Phosphoric acid, 2-chloro-3-(diethylamino)-1-methyl-3-oxo-1-propen-1-yl dimethyl ester
  • Phosphoric acid, dimethyl ester, ester with 2-chloro-N,N-diethyl-3-hydroxycrotonamide
  • Sundaram 1975
  • Apamidon
  • Caswell No. 661
  • 2-Chloro-2-diethylcarbamoyl-1-methylvinyl dimethylphosphate
  • 2-Chloro-2-diethylcarbamyl-1-methylvinyl-dimethyl phosphate
  • 2-Chloro-N,N-diethyl-3-hydroxycrotonamide dimethyl phosphate
  • 2-Chloro-N,N-diethyl-3-hydroxycrotonamide ester with dimethyl phosphate
  • 2-Chloro-2-dimethylcarbamoyl-1-methylvinyl dimethyl phosphate
  • Crotonamide, 2-chloro-N,N-diethyl-3-hydroxy-, dimethyl phosphate
  • N,N-Diethyl 2-chloro-3-dimethylphosphate crotonamide
  • Dimethyl 2-chloro-2-diethylcarbamoyl-1-methylvinyl phosphate
  • Dimethyl diethylamido-1-chlorocrotonyl (2) phosphate
  • Dimethyl phosphate ester with 2-chloro-N,N-diethyl-3-hydroxycrotonamide
  • (O,O-Dimethyl-O-(1-methyl-2-chloro-2-diethylcarbamoyl-vinyl) phosphate)
  • EINECS 236-116-5
  • EPA Pesticide Chemical Code 018201
  • Foszfamidon
  • NCI-C00588
  • Phosphamidon, cis/trans mixture
  • Phosphamidon 85 WSC
  • (2-Chloor-3-diethylamino-1-methyl-3-oxo-prop-1-en-yl)-dimethyl-fosfaat
  • (2-Chlor-3-diaethylamino-1-methyl-3-oxo-prop-1-en-yl)-dimethyl-phosphat
  • (2-Cloro-3-dietilamino-1-metil-3-oxo-prop-1-en-il)-dimetil-fosfato
  • Fosfamidone
  • O,O-Dimethyl-O-(1-methyl-2-chlor-2-N,N-diaethyl-carbamoyl)-vinyl-phosphat
  • Phosphate de dimethyle et de (2-chloro-2-diethylcarbamoyl-1-methyl-vinyle)
  • UNII-7H857A6N6H
  • 2-Chloro-3-dimethoxyphosphinoyloxy-N,N-diethylbut-2-enamide
  • O,O-Dimethyl O-(2-chloro-2-(N,N-diethylcarbamoyl)-1-methylvinyl) phosphate

Applications:


HPLC Separation of Phosphamidon on Mixed-Mode Columns
  Phosphamidon is an organophosphate insecticide highly toxic to mammals and classified by the World Health Organization to be extremely hazardous (Ia), with an oral lethal dose of less than 5mg/kg of bodyweight. The EURL (European Union Reference Laboratory) included phosphamidon as a target pesticide for the EUPT-CF9. Primesep 100 and Obelisc R were used to retain phosphamidon and separate it from impurities. Primesep 100 contains embedded acidic ion-pairing groups and Obelisc R contains embedded ionic and hydrophobic groups which can assist in fine tuning separations. Method is LC/MS compatible and can be used as a general approach for analyzing phosphamidon, other organophosphate insecticides, and dozens of other pesticides.

Condition 1

Column Obelisc R, 2.1x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 25-70%, 15 min
Buffer Gradient AmAc pH 3.0- 30-60 mM, 15 min
Flow Rate 0.4 ml/min
Detection UV, 270 nm
 

Condition 2

Column Obelisc R, 2.1x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 10-70%, 15 min
Buffer Gradient AmAc pH 3.0- 20-60 mM, 15 min
Flow Rate 0.4 ml/min
Detection UV, 270 nm
 

Condition 3

Column Primesep 100, 2.1x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 10-70%, 15 min
Buffer Gradient AmAc pH 3.0- 20-60 mM, 15 min
Flow Rate 0.4 ml/min
Detection UV, 270 nm
 

Description

Class of Compounds  Insecticide, Herbicide, Fungicide,  Hydrophobic, Ionizable
Analyzing Compounds Phosphamidon
 

Application Analytes:

Phosphamidon

Phosphamidon Analysis Using Obelisc and Primesep Mixed-Mode HPLC Columns
 
Phosphamidon is an organophosphate insecticide commercially available as 70% Z-isomer and 30% E-isomer. It is highly toxic to mammals, and is classified by the World Health Organization to be extremely hazardous (Ia), with an oral lethal dose of less than 5mg/kg of bodyweight. The EURL included phosphamidon as a target pesticide for the EUPT-CF9. Primesep B2 and Obelisc R were used to retain phosphamidon and separate it from impurities. Primesep B2 contains embedded basic ion-pairing groups and Obelisc R contains embedded ionic and hydrophobic groups which can assist in fine tuning separations. Method is LC/MS compatible and can be used as a general approach for analyzing phosphamidon, other organophosphate insecticides, and dozens of other pesticides.
 

Condition 1

Column Primesep B2, 2.1x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 10-70%, 15 min,  7 min hold
Buffer Gradient AmAc pH 4,5- 20-50 mM, 15 min,  7 min hold
Flow Rate 0.4 ml/min
Detection UV, 250 nm
 

Condition 2

Column Obelisc R, 2.1x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 10-70%, 15 min,  7 min hold
Buffer Gradient AmAc pH 4,5- 20-50 mM, 15 min,  7 min hold
Flow Rate 0.4 ml/min
Detection UV, 250 nm
   

Description

Class of Compounds  Insecticide, Herbicide, Fungicide,  Hydrophobic, Ionizable
Analyzing Compounds Phosphamidon
 

Application Analytes:

Phosphamidon