Monocrotophos

CAS Number 6923-22-4
Molecular Formula C7H14NO5P
Molecular Weight 223.165 g/mol
InChI Key KRTSDMXIXPKRQR-AATRIKPKSA-N
LogP -0.200
Synonyms
  • Monocrotophos
  • Dimethyl (2E)-4-(methylamino)-4-oxobut-2-en-2-yl phosphate
  • Phosphoric acid, dimethyl (1E)-1-methyl-3-(methylamino)-3-oxo-1-propen-1-yl ester
  • 6923-22-4
  • Phosphoric acid, dimethyl 1-methyl-3-(methylamino)-3-oxo-1-propenyl ester, (E)-)
  • Phosphoric acid, dimethyl (1E)-1-methyl-3-(methylamino)-3-oxo-1-propenyl ester
  • 3-Hydroxy-N-methyl-cis-crotonamide dimethyl phosphate
  • Apadrin
  • Azodrin
  • Azodrin 202R
  • Corophos
  • Dimethyl (E)-1-methyl-2-(methylcarbamoyl) vinyl phosphate
  • Dimethyl (E)-1-methyl-2-(methylcarbamoyl)vinyl phosphate
  • Monicil
  • Monocil
  • Monocos
  • Monocron
  • monocrotofos
  • Monodhan
  • Monokrotofos
  • Monostar
  • Nuvacron
  • Nuvacron 20
  • Nuvacron 36SL
  • Parryfos
  • PHOSPHORIC ACID DIMETHYL [1-METHYL-3-(METHYLAMINO)-3-OXO-1--E-PROPENYL]
  • Phosphoric acid, dimethyl (1E)-1-methyl-3-(methylamino)-3-oxo-1-propen-1-yl ester
  • Phosphoric acid, dimethyl 1-methyl-3-(methylamino)-3-oxo-1-propenyl ester, (E)-
  • Phosphoric acid, dimethyl ester, ester with 3-hydroxy-N-methylcrotonamide, (E)-
  • Aimocron
  • Azodrin insecticide
  • Biloborn
  • Bilobran
  • BRN 2331934
  • Caswell No. 377
  • Crisodrin
  • Crotonamide, 3-hydroxy-N-methyl-, dimethylphosphate, (E)-
  • N-Desmethyl bidrin
  • 3-Dimethoxyphosphinoyloxy-N-methylisocrotonamide
  • 3-(Dimethoxyphosphinyloxy)N-methyl-cis-crotonamide
  • (E)-Dimethyl 1-methyl-3-(methylamino)-3-oxo-1-propenyl phosphate
  • Dimethyl 1-methyl-2-(methylcarbamoyl)vinyl phosphate, cis
  • O,O-Dimethyl cis-1-methyl-2-methylcarbamoylvinylphosphate
  • Dimethyl phosphate ester of 3-hydroxy-N-methyl-cis-crotonamide
  • Dimethyl phosphate ester with (E)-3-hydroxy-N-methylcrotonamide
  • Dimethyl phosphate of 3-hydroxy-N-methyl-cis-crotonamide
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl-vinyl) phosphate
  • EINECS 230-042-7
  • EPA Pesticide Chemical Code 058901
  • Glore phos 36
  • Hazodrin
  • 3-Hydroxy-N-methyl-cis-crotonamide dimethyl phosphate ester
  • cis-1-Methyl-2-methyl carbamoyl vinyl phosphate
  • Monocrotophos 40 EC
  • Monodrin
  • Monokrotofosz
  • Phosphoric acid, dimethyl ester, ester with cis-3-hydroxy-N-methylcrotonamide
  • Pillardrin
  • Plantdrin
  • Rapid X
  • Shell SD 9129
  • O,O-Dimethyl-O-(1-methyl-2-N-methyl-carbamoyl)-vinyl-phosphat
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl)-vinyl-phosphat
  • O,O-Dimethyl-O-(2-N-methylcarbamoyl-1-methyl-vinyl)-fosfaat
  • O,O-Dimetil-O-(2-N-metilcarbamoil-1-metil-vinil)-fosfato
  • Phosphate de dimethyle et de 2-methylcarbamoyl 1-methylvinyle
  • Plandrin
  • Megatron
  • Macabre
  • Phoskill
  • Monochrotophos
  • (E)-monocrotophos
  • Dimethyl (E)-3-hydroxy-N-methylcrotonamide
  • Phosphoric acid, dimethyl (E)-1-methyl-3-(methylamino)-3-oxo-1-propenyl ester
  • 83857-41-4

Applications:


HPLC Analysis of Monocrotopos
 
Banned in the U.S. and many other countries, Monocrotophos is a cheap and toxic organophosphate insecticide. It is especially toxic to birds, being blamed for widespread bird kills. Obelisc R was used to retain monocrotophos and separate it from impurities. 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 monocrotophos and other organophosphate insecticides.
 

Condition 

Column Obelisc R, 4.6x150 mm, 5 µm, 100A
Mobile Phase MeCN - 50%
Buffer AmFm pH 3.0- 20 mM
Flow Rate 1.0 ml/min
Detection UV, 250 nm
   

Description

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

Application Analytes:

Monocrotophos

Monocrotophos Separation on Obelisc and Primesep Mixed-Mode HPLC Columns
 
Banned in the U.S. and many other countries, Monocrotophos is a cheap and toxic organophosphate insecticide. It is especially toxic to birds, being blamed for widespread bird kills. The EURL (European Reference Laboratory) included monocrotophos in a the EURL-FV a proficency test for multi-residue methods using QuEChERS (Quick, East, Cheap, Effective, Rugged, Safe) followed bby LC/MS/MS for fruits and vegitables. Primesep B2 and Obelisc R were used to retain monocrotophos 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 monocrotophos, 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 Monocrotophos
 

Application Analytes:

Monocrotophos

Retention of Monocrotophos on Primesep 100 and Obelisc R Columns
  Monocrotophos is a pesticide that is acutely toxic to both birds and humans. With similar action as other organophosphate pesticides it has been banned and many other countries. Monocrotophos was analyzed on two different stationary phases. Primesep 100 is a reverse phase column that contains embedded acidic ion-pairing groups, while Obelisc R retains with long hydrophobic chains and multiple ionic pairing groups on the surface. Method is LC/MS compatible and can be replicated to analyze 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 Monocrotophos
 

Application Analytes:

Monocrotophos