18854-01-8

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;ISOXATHION;KARPHOS;O,O-diethyl O-5-phenylisoxazol-3-ylphosphorothioate
• CAS NO: 18854-01-8
• Molecular Formula: C₁₃H₁₆NO₄PS
• Molecular Weight: 313.31
• EINECS: 242-624-8
• Mol File: 18854-01-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: <25℃
• Boiling Point: 160°C (rough estimate)
• Flash Point: 207.6°C
• Appearance: /liquid
• Density: 1.258g/cm³
• Vapor Pressure: 7.3E-07mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: 0-6°C
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -6.17±0.28(Predicted)
• Water Solubility: 1.9 mg l-1 (25 °C)
• BRN: 1222135
• CAS DataBase Reference: ISOXATHION(CAS DataBase Reference)
• NIST Chemistry Reference: ISOXATHION(18854-01-8)
• EPA Substance Registry System: ISOXATHION(18854-01-8)

Safety Data

• Hazard Codes: T,N
• Statements: 24/25-50/53
• Safety Statements: 28-36/37-45-60-61
• RIDADR: 3018
• WGK Germany: 3
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 18854-01-8(Hazardous Substances Data)

Usage

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

Different sources of media describe the Uses of 18854-01-8 differently. You can refer to the following data:
1. Isoxathion is used to control sucking pests, leaf miners and some chewing pests in a variety of fruit, vegetables and ornamental plants.
2. 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).

InChI:InChI=1/C13H16NO4PS/c1-3-15-19(20,16-4-2)18-13-10-12(17-14-13)11-8-6-5-7-9-11/h5-10H,3-4H2,1-2H3

Relevant articles and documents

Condensation products

Formamidine compounds of the formula EQU1 or WHEREIN R1 represents a substituted or unsubstituted phenyl radical, R2 represents hydroogen, alkyl, alkenyl or alkinyl and R3 represents acyl their manufacture and their use in pest control.