Azinphos-ethyl

Azinphos-ethyl structural formula

CAS Number 2642-71-9
Molecular Formula C12H16N3O3PS2
Molecular Weight 345.370 g/mol
InChI Key RQVGAIADHNPSME-UHFFFAOYSA-N
LogP 3.40
Synonyms
  • Azinphos-ethyl
  • O,O-Diethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] phosphorodithioate
  • Phosphorodithioic acid, O,O-diethyl S-[(4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl] ester
  • 2642-71-9
  • Athyl-gusathion
  • Azinophos-ethyl
  • Azinugec E
  • Bayer 16259
  • Benzotriazine derivative of an ethyl dithiophosphate
  • BRN 0297468
  • Caswell No. 344
  • Cotnion-ethyl
  • Crysthion
  • 3-Diethoxyphosphinothioylthiomethyl-1,2,3-benzotriazin-4(3H)-one
  • O,O-Diethyl S-(4-oxobenzotriazino-3-methyl)phosphorodithioate
  • O,O-Diethyl S-(4-oxobenzyltriazine-3-methyl) dithiophosphate
  • O,O-Diethyl phosphorodithioate S-ester with 3-(mercaptomethyl)-1,2,3-benzotriazin-4(3H)-one
  • O,O-Diethyl-S-(4-oxo-3H-1,2,3-benzotriazine-3-yl)-methyl-dithiophosphate
  • 3-Diethyloxyphosphinothioylthiomethyl-1,2,3-benzotriazin-4(3H)-one
  • S-3,4-Dihydro-4-oxobenzo(d)(1.2.3)triazin-3-ylmethyl O,O-diethyl phosphorodithioate
  • S-(3,4-Dihydro-4-oxo-1,2,3-benzotriazin-3-ylmethyl) O,O-diethyl phosphorodithioate
  • 3,4-Dihydro-4-oxo-3-benzotriazinylmethyl O,O-diethyl phosphorodithioate
  • EINECS 220-147-6
  • EPA Pesticide Chemical Code 058002
  • Ethyl Gusathion
  • Ethyl guthion
  • Ethyl homolog of guthion
  • Gusathion A
  • Gusathion A-M
  • Gusathion H
  • Gusathion H and K
  • Gusathion K forte
  • Gusation A
  • Sepizin L
  • Azinfos-ethyl
  • Azinphos-aethyl
  • Azinphos-etile
  • O,O-Diaethyl-S-((4-oxo-3H-1,2,3-benzotriazin-3-yl)-methyl)-dithiophosphat
  • O,O-Diaethyl-S-(4-oxobenzotriazin-3-methyl)-dithiophosphat
  • O,O-Diethyl-S-((4-oxo-3H-1,2,3-benzotriazin-3-yl)-methyl)-dithio fosfaat
  • O,O-Diethyl-S-((4-oxo-3H-1,2,3-benzotriazin-3-yl)-methyl)-dithiofosfaat
  • O,O-Dietil-S-((4-oxo-3H-1,2,3-benzotriazin-3-il)-metil)-ditiofosfato
  • Triazotion
  • UNII-EA96NYT5J5
  • Azinphos ethyl
  • Ethyl azinphos
  • Gusathion
  • O,O-Diethyl S-((4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl) phosphorodithioate
  • Phosphorodithioic acid, O,O-diethyl S-((4-oxo-1,2,3-benzotriazin-3(4H)-yl)methyl) ester

Applications:

HPLC Analysis of Azinphos-ethyl
Azinphos-ethyl is an organophosphate insecticide similar to Azinphos-methyl which was developed during World War II as a nerve agent. Due to risk concerns for farm workers and aquatic ecosystems AZM use was phased-out by the EPA in 2012. AZM is on the EURL–SRM list of target pesticides in cereals and feeding stuffs. Azinphos-ethyl was retained on Obelisc R, a mixed-mode HPLC column which contains ionic groups and hydrophobic chain. Method is LC/MS compatible and can be used as a general approach for analyzing azinphos-ethyl and other organophosphate insecticides.

Condition
Column Obelisc R, 4.6x150 mm, 5 µm, 100A
Mobile Phase MeCN - 40%
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 Azinphos-ethyl
 
Application Analytes:

Azinphos-ethyl
Azinphos-ethyl Analysis on Mixed-Mode HPLC Columns
Azinphos-ethyl is a highly toxic organophosphate insecticide.  Azinphos-ethyl was retained on both Obelisc R and Primesep B2 mixed-mode HPLC columns. Primesep B2 contains embedded basic ion-pairing groups while 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 azinphos-ethyl and other organophosphate insecticides.

Condition 1
Column Primesep B2, 2.1x150 mm, 5 µm, 100A
Mobile Phase Gradient MeCN - 25-70%, 15 min,  7 min hold
Buffer Gradient AmAc pH 3.0- 30-60 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 3.0- 20-60 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 Azinphos-ethy
 
Application Analytes:

Azinphos-ethyl
Controlling Retention of Azinphos-ethyl on Primesep and Obelisc HPLC Columns
  Azinphos-ethyl is a toxic pesticide in the organophosphate class. It is currently on the WHO (World Health Organization) hazard classification as class IB, highly hazardous. Azinphos-methyl, a compound with two less carbons is also a pesticide and considered a target pesticide by the EURL (European Union Reference Laboratory) for the EUPT-FF9 2015 a proficiency test for the analysis of a over a hundred pesticides. This compound was separated on two different mixed-mode columns, Primesep 100 and Obelisc R. 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 Azinphos-ethyl
 
Application Analytes:

Azinphos-ethyl