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ISOXATHION

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ISOXATHION Basic information

Product Name:
ISOXATHION
Synonyms:
  • e-48
  • o,o-diethylo-(3-(5-phenyl)-1,2-isoxazolyl)phosphorothionate
  • o,o-diethylo-(5-phenyl-3-isoxazolyl)phosphorothioate
  • phosphorothioicacid,o,o-diethylo-(5-phenyl-3-isoxazolyl)ester
  • si-6711
  • PHOSPHOROTHIOICACID,O,O-DIETHYLO-(5-PHENYL-3-ISOXAZOLYL)
  • ISOXATHION STANDARD
  • ISOXATHION
CAS:
18854-01-8
MF:
C13H16NO4PS
MW:
313.31
EINECS:
242-624-8
Mol File:
18854-01-8.mol
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ISOXATHION Chemical Properties

Melting point:
<25℃
Boiling point:
160°C (rough estimate)
Density 
1.48 g/ml
vapor pressure 
<1.3 x 10-4 Pa (25 °C)
storage temp. 
0-6°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
Water Solubility 
1.9 mg l-1 (25 °C)
pka
-6.17±0.28(Predicted)
form 
liquid
color 
Colourless to Pale Yellow
Specific Gravity
1.48
BRN 
1222135
EPA Substance Registry System
Isoxathion (18854-01-8)
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Safety Information

Hazard Codes 
T,N
Risk Statements 
24/25-50/53
Safety Statements 
28-36/37-45-60-61
RIDADR 
3018
WGK Germany 
3
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29349990
Hazardous Substances Data
18854-01-8(Hazardous Substances Data)
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ISOXATHION Usage And Synthesis

Description

Isoxathion is a pale yellow liquid, bp 160 ?C/0.15 mm Hg, vp <0.133mPa (25 ?C). Solubility in water is 1.9 mg/L (25 ?C). It is readily soluble in most organic solvents. Log Kow = 3.88. It is unstable to alkali.

Uses

Isoxathion is used to control sucking pests, leaf miners and some chewing pests in a variety of fruit, vegetables and ornamental plants.

Uses

Isoxathion is used as a pesticide.

Definition

ChEBI: An organic thiophosphate that is O,O-diethyl hydrogen phosphorothioate in which the hydrogen of the hydroxy group is replaced by a 5-phenyl-1,2-oxazol-3-yl group.

Metabolic pathway

The principal route of isoxathion metabolism in soil, plants and mammals is by hydrolysis, probably via the oxon to 3-hydroxy-5-phenylisoxazole which is rapidly conjugated in both plants and rats. In soils, and to a lesser extent in plants and mammals, further metabolism of 3-hydroxy- 5-phenylisoxazole proceeds via opening of the isoxazole ring to give various metabolites of which benzoic acid is one of the more important. De-ethylation of the phosphate moiety has not been observed.

Metabolism

The principal degradation route of isoxathion in animals, plants, and soil is cleavage of P?O-isoxazole through oxidative desulfuration to the oxon followed by hydrolysis to 3-hydroxy-5-phenylisoxazole, which is conjugated in both plants and rats.

Toxicity evaluation

The acute oral LD50 for rats is 112 mg/kg. NOEL (2 yr) for rats is 1.2 mg/kg b.w. DT50 in soil is 9–40 d.

Degradation

Isoxathion is unstable to alkalis (PM). The hydrolysis product, 3-hydroxy- 5-phenylisoxazole (2), yielded 5-phenyl-3H-oxazolin-2-one (3) as the major photoproduct via a photolytic rearrangement (Nakagawa et al.,1974).

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