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Phenthoate

Phenthoate Structure
CAS No.
2597-03-7
Chemical Name:
Phenthoate
Synonyms
ELSAN;L 561;CIDIAL;S 2940;KAP(R);AIMSAN;Cydeal;FORSAN;Phendal;Cidemul
CBNumber:
CB9740624
Molecular Formula:
C12H17O4PS2
Molecular Weight:
320.36
MOL File:
2597-03-7.mol
Modify Date:
2024/7/2 8:55:42

Phenthoate Properties

Melting point 17.5°C
Boiling point 75°C
Density approximate 1.23g/ml (20℃)
vapor pressure 5.3×10-3 (40 °C)
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly)
Water Solubility 10 mg l-1(25 °C)
form liquid
color Colorless to light yellow
CAS DataBase Reference 2597-03-7(CAS DataBase Reference)
NIST Chemistry Reference Phenthoate(2597-03-7)
EPA Substance Registry System Phenthoate (2597-03-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS09
Signal word  Warning
Hazard statements  H302-H312-H410
Precautionary statements  P264-P270-P301+P312-P330-P501-P280-P302+P352-P312-P322-P363-P501-P273-P391-P501
Hazard Codes  Xn,N
Risk Statements  21/22-50/53
Safety Statements  22-36/37-60-61
RIDADR  UN 2810
RTECS  AI7875000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29309090

Phenthoate Chemical Properties,Uses,Production

Description

Phenthoate is a colorless crystalline substance. Solubility in water is 10 mg/L (25 ?C). It is readily soluble in most organic solvents. Log Kow = 3.69. It is relatively stable in neutral and acidic aqueous media but decomposed under alkaline conditions.

Uses

Phenthoate is an organothiophosphate insecticide used against lepidoptera and houseflies.

Definition

ChEBI: An organic thiophosphate that is ethyl mandelate in which the hydroxy group has been replaced by a (dimethoxyphosphorothioyl)sulfanediyl group.

Metabolic pathway

Studies which have measured the degradation of phenthoate in buffered aqueous solution have shown that it can be hydrolysed at the carboethoxy group, by cleavage of the P-S and C-S bonds and by demethylation in addition to oxidative desulfuration to the oxon. Reports on the metabolism of phenthoate in plants, insects and mammals have shown that the metabolic products can be largely explained by cleavage of these reactive groups. P-S and C-S bond cleavage is demonstrated by the formation of both O,O-dimethyl phosphorothioate and O,O-dimethyl phosphorodithioate. Metabolism in plants, insects and mammals is similar with many of the possible metabolites being identified in most species. Phenthoate carboxylic acid is a major metabolite except in plants where hydrolysis of the phosphorodithioate moiety predominates. In mammals, little or none of the activated metabolite, phenthoate oxon, can be detected, suggesting that the predominant metabolic route is degradative, wkuch may in part explain the favourable mammalian toxicity of the compound.

Metabolism

Phenthoate is degraded by hydrolysis of the carboethoxy moiety. Demethylation and the cleavage of P?S?C linkages are also important degradation routes. Oxidative desulfuration to the oxon followed by hydrolysis occurs in animals and plants.The major metabolites excreted in the urine and feces are demethyl phenthoate, demethyl phenthoate acid, demethyl phenthoate oxon, and O,O-dimethyl hydrogen phosphorodithioate and phosphorothioate. It is rapidly degraded in soils; DT50 was less than 1 d in both upland and submerged soil.

pap (jmaf) phenthoate (bsi,iso) O,O-Dimethyl S-alpha-Ethoxycarbonylbenzyl phosphorodithioate O,O-Dimethyl-S-(phenylacetic acid ethyl ester) phosphorodithioate OMS 1075 Papthion Phendal Phentoate Rogodial S 2940 CIDIAL CIDIAL(R) CHEMPHEN KAP(R) AIMSAN Ethyl 2-dimethoxyphosphinothioylsulfanyl-2-phenylacetate Ethyl-a-[dimethoxyphosphinothioyl-thio]benzacetate (Dimethyl S-(phenylethoxycarbonylmethyl)phosphorothiolothionate) Acetic acid, (O,O-dimethyldithiophosphorylphenyl)-, ethyl ester Acetic acid, mercaptophenyl-, ethyl ester, S-ester with O,O-dimethyl phosphorodithioate BAY 33051 Bayer 18,510 BAYER 18510 Benzeneacetic acid, alpha-[(dimethoxyphosphinothioyl)thio]-, ethyl ester Cidemul Cydeal Dimefenthoat Dimephenthioate Dimephenthoate Dimethenthoate ENT 23,438 ENT 27386 ENT 27386GC Ethyl [(dimethoxyphosphorothioyl)sulfanyl](phenyl)acetate Ethyl alpha-((dimethoxyphosphenothioyl)thio)benzeneacetate Ethyl ester of O,O-dimethyldithiophosphoryl alpha-phenyl acetic acid Ethyl mercaptophenylacetate-O,O-dimethylphosphorodithioate Ethyl O,O-dimethyl phosphorodithioylphenyl acetate PHENTHOATE, 100MG, NEAT PHENTOAT PESTANAL, 100 MG ethyl 2-(dimethoxyphosphinothioylthio)-2-phenylacetate methylacetophos Ethyl α-([dimethoxyphosphinothioyl] thio) benzene acetate S-[alpha-(Ethoxycarbonyl)benzyl] O,O-dimethyl phosphorodithioate S-alpha-Ethoxycarbonylbenzyl dimethyl phosphorothiolothionate TH 346-1 Tsidial Wintermin PAPTHION(R) PHENTHOATE PHENTOAT PHEN-TOX ETHYL-2-DIMETHOXYPHOSPHINOTHIOYL-THIO(PHENYL)ACETATE Ethyl(O,O-dimethyldithiophosphorylphenyl)acetate FORSAN ELSAN ELSAN(R) DHANUSAN