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Omethoate

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Omethoate Basic information

Product Name:
Omethoate
CAS:
1113-02-6
MF:
C5H12NO4PS
MW:
213.19
EINECS:
214-197-8
Mol File:
1113-02-6.mol
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Omethoate Chemical Properties

Melting point:
-27.9°C
Boiling point:
135°C
Density 
1.3200
vapor pressure 
3.3×10-3Pa (20 °C)
Flash point:
100 °C
storage temp. 
0-6°C
pka
14.40±0.46(Predicted)
Water Solubility 
Miscible
form 
liquid
BRN 
1785256
CAS DataBase Reference
1113-02-6(CAS DataBase Reference)
NIST Chemistry Reference
Omethoate(1113-02-6)
EPA Substance Registry System
Omethoate (1113-02-6)
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Safety Information

Hazard Codes 
T+;N,N,T+,T
Risk Statements 
21-25-50
Safety Statements 
1/2-23-36/37-45-61
RIDADR 
3018
WGK Germany 
3
RTECS 
TF8050000
HazardClass 
6.1(a)
PackingGroup 
II
HS Code 
29309090
Hazardous Substances Data
1113-02-6(Hazardous Substances Data)
Toxicity
LD50 oral in rabbit: 50mg/kg
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Omethoate Usage And Synthesis

Uses

Insecticidal, acaricidal, and fungicidal combinations of carboxamides and other pesticides.

Uses

Omethoate is a systemic insecticide used for the control of (mostly) sucking insects and mites in a wide variety of crops.

Contact allergens

Contact dermatitis from omethoate-dimethoxon is rare.

Metabolic pathway

Omethoate is the P=O analogue (oxon) of dimethoate. Dimethoate is metabolised via oxidative desulfuration to omethoate which is the active anti-acetylcholinesterase metabolite. This biotransformation occurs in all media: hence the metabolic pathways of both compounds have much in common. However, degradative pathways acting directly on dimethoate such as O-demethylation, N-demethylation and hydrolysis of the amide function mean that the balance between activation and degradative metabolism will influence their respective selective toxicities. In mammals there are two main routes of degradation: (i) glutathione transferase mediated O-demethylation (ii) hydrolysis to N-methylthioglycolamide which is S-methylated by S-adenosylmethionine and subsequently thiooxidised. In soil and plants the N-methylthioglycolamide moiety formed from the hydrolysis of omethoate undergoes a complex series of C1, C2 and C3 biotransformations ultimately leading to oxalate and citrate respectively and total degradation to C02. The information reported below is derived largely from an evaluation prepared by the UK MAFF Pesticide Safety Directorate (PSD, 1993).

Degradation

Omethoate was slowly hydrolysed in acidic media but more rapidly under alkaline conditions. The half-lives for hydrolysis at pH 4,7, and 9 were 102 days, 17 days and 28 hours, respectively (PM). Omethoate does not absorb light at wavelengths above 250 nm and it is thus unlikely to be subject to photodecomposition. An aqueous solution of omethoate was irradiated for 14 hours with a high pressure filtered mercury vapour lamp without detectable photolysis occurring (PSD, 1993).

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