24017-47-8

Basic information

• Product Name: Triazophos
• Synonyms: triazophos (ISO) O,O-diethyl-O-1-phenyl-1H,2,4-triazol-3-yl phosphorothioate;Hostahion;O，O-diethyl-O-(1-phenyl-1,2,4-triazol-3-yl)phosphorothioate;Diethoxy-[(1-phenyl-1,2,4-triazol-3-yl)oxy]-sulfanylidenephosphorane;O,O-DIETHYL-(1-PHENYL-1H-1,2,4-TRIAZOL-3-YL)HOSPHOROTHIOATE;TF563500;Thiophosphoric acid O,O-diethyl O-(1-phenyl-1H-1,2,4-triazol-3-yl) ester;O,O-diethyl-O-1-phenyl-1H,2,4-triazol-3-yl phosphorothioate,triazophos (ISO)
• CAS NO: 24017-47-8
• Molecular Formula: C₁₂H₁₆N₃O₃PS
• Molecular Weight: 313.31
• EINECS: 245-986-5
• Product Categories: NematicidesPesticides&Metabolites;AcaricidesPesticides&Metabolites;Alpha sort;Pesticides;Pesticides&Metabolites;Q-ZAlphabetic;TP - TZ;Agro-Products;Aromatics;Heterocycles;INSECTICIDE
• Mol File: 24017-47-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 0-5°C
• Boiling Point: 260°C
• Flash Point: 25 °C
• Appearance: /liquid
• Density: 1.247
• Vapor Pressure: 3.5E-07mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: APPROX 4°C
• PKA: -0.15±0.50(Predicted)
• Water Solubility: 30-40 mg/L at 20 ºC
• BRN: 682554
• CAS DataBase Reference: Triazophos(CAS DataBase Reference)
• NIST Chemistry Reference: Triazophos(24017-47-8)
• EPA Substance Registry System: Triazophos(24017-47-8)

Safety Data

• Hazard Codes: T;N,N,T
• Statements: 21-23/25-50/53-38-10
• Safety Statements: 1/2-36/37-45-60-61
• RIDADR: 3018
• WGK Germany: 3
• RTECS: TF5635000
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 24017-47-8(Hazardous Substances Data)

Usage

Description

Triazophos is a yellowish-brown oily chemical pesticide, classified as an organophosphorus compound. It is used as an insecticide, nematicide, and acaricide, offering excellent preventive effects on various pests of major crops such as grain, cotton, and vegetables. Triazophos is stable to sunlight and has a molecular weight of 313.312 g/mol. It is soluble in organic solvents and has varying solubility levels in different solvents.

Uses

Used in Agricultural Industry:
Triazophos is used as a broad-spectrum insecticide and acaricide for controlling sucking and chewing pests on a variety of crops, including cotton, rice, corn, beets, and fruit trees. It is effective against pests such as stem borers, rice planthoppers, spider mites, cotton bollworms, and nematodes, particularly on the lepidoptera. However, it is not currently registered for use in the U.S. and not approved for use in EU countries.
Used in Pest Control:
Triazophos is used to control chewing and sucking insects and mites in a wide range of crops. It also helps in controlling some nematodes in ornamentals and strawberries, providing a certain degree of nematicidal effects.
Used as a Chemical Pesticide:
Triazophos is an organophosphorus insecticide and pesticide, used to control insects, mites, and nematodes. It is a yellowish oil that, when ingested or exposed to, can cause various symptoms depending on the amount of chemical involved and the nature of the exposure. The chemical may be absorbed through the skin.

Methods of Manufacturing

Triazophos is produced by reaction of 1-phenyl-3-hydroxy-1H-1,2,4-triazole, suspended in acetone, with diethoxythiophosphoryl chloride in the presence of triethylamine. Physical and chemical properties The pure product is a pale yellow-brown oily liquid; melting point: 0-5 °C; vapor pressure: 0.39 Mpa; relative density: 1.24; it decomposes at 185 °C before reaching the boiling point and can be degraded by acids and alkalis.

Storage and transportation

It should be protected from the sun, rain and heat sources and kept away from food, seeds and feeds.

References

1.http://www.sld.chemchina.com/slden/cpyfw/ppysb/jscg/webinfo/2012/06/1342611935442261.htm 2.https://pubchem.ncbi.nlm.nih.gov/compound/Triazophos 3.https://fr.wikipedia.org/wiki/Triazophos

Reactivity Profile

Organophosphates, such as Triazophos, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Health Hazard

This is an organophosphate pesticide. Triazophos is a cholinesterase inhibitor and acts on the central nervous system. Organic phosphorus insecticides are absorbed by the skin as well as by the respiratory and gastrointestinal tracts.

Fire Hazard

This is an organophosphate pesticide. Some of these materials may burn but none of them ignite readily. Container may explode in heat of fire. Fire may produce irritating or poisonous gases. Degraded by acids and alkalis.

Trade name

HILAZPOPHOS?; HOE 2960 OJ?; HOE 002960?; HOSTATHION?; SUTATHION?

Metabolic pathway

The main route of biotransformation of triazophos is degradation to 1- pheny1-3-hydroxy-1,2,4-triazole, probably either via hydrolysis of triazophos oxon or through oxidative cleavage of triazophos itself. The triazole ring of this metabolite is opened to give 1-phenylsemicarbazide and semicarbazide, both of which are conjugated in the rat and also degraded to urea as the main urinary metabolite.

Degradation

Triazophos is stable to light but is hydrolysed by acids and alkalis (PM).

InChI:InChI=1/C12H16N3O3PS/c1-3-16-19(20,17-4-2)18-12-13-10-15(14-12)11-8-6-5-7-9-11/h5-10H,3-4H2,1-2H3

Upstream product

• 667462-17-1 sodium 1-phenyl-1H[1,2,4]triazol-3-olate 
• 2524-04-1 diethyl phosphorochloridothioate 

Relevant articles and documents

Investigation on the acylation of heterocyclic alcoholate anions with O,O-dialkyl phosphorochloridothioate in water solvent

The acylation of some heterocyclic alcoholate anions with O,O-dialkyl phosphorochloridothioate has been investigated. Higher yields and fewer byproducts were achieved in water at 50 °C by employing an effective phase-transfer catalyst (PTC) (benzyl triethylammonium chloride [BTEAC]), acylation catalyst (AC) (4-dimethylaminopyridine), and surfactant (sodium dodecyl sulfate), under weakly basic (pH 9.5～10) conditions. This reaction can also be applied to synthesize other insecticides with excellent yields.