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ETRIMFOS

Basic information Safety Supplier Related

ETRIMFOS Basic information

Product Name:
ETRIMFOS
Synonyms:
  • SATISFAR
  • O-(6-ETHOXY-2-ETHYL-4-PYRIMIDINYL)-O,O-DIMETHYLTHIOPHOSPHATE
  • Dimethyl-O-(2-ethyl-4-ethoxy-pyrimidinyl-6)-thionophosphate
  • Ekamet G
  • Ekamet ulv
  • ekametg
  • ekametulv
  • ENT 29126
CAS:
38260-54-7
MF:
C10H17N2O4PS
MW:
292.29
EINECS:
253-855-9
Mol File:
38260-54-7.mol
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ETRIMFOS Chemical Properties

Melting point:
-3.35℃
Boiling point:
approximate 77℃
Density 
1.195 g/cm3 (20℃)
vapor pressure 
6.5 x 10-3 Pa (24 °C)
refractive index 
nD20 1.5068
Flash point:
>100 °C
storage temp. 
APPROX 4°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form 
liquid
Water Solubility 
40 mg l-1 (23-24 °C)
pka
-0.67±0.32(Predicted)
color 
Colourless
Merck 
13,3923
BRN 
7136389
CAS DataBase Reference
38260-54-7
EPA Substance Registry System
Etrimfos (38260-54-7)
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Safety Information

Hazard Codes 
Xn,N
Risk Statements 
22-50/53
Safety Statements 
60-61
RIDADR 
UN3082 9/PG 3
WGK Germany 
3
RTECS 
TF8350000
Hazardous Substances Data
38260-54-7(Hazardous Substances Data)
Toxicity
LD50 in male rats, mice (mg/kg): 1800, 437 orally; LC50 in carp (mg/l): 13.6 (48 hr); 13.3 (96 hr) (Knutti)
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ETRIMFOS Usage And Synthesis

Description

Etrimfos is a colorless liquid, mp ?3.35 ?C, vp 6.5 mPa (20 ?C). Solubility in water is 40 mg/L (23–24 ?C). It is miscible with most organic solvents. Log Kow > 3.3. Neat etrimfos is unstable and degrades ca. 40% in 28 d at 50 ?C, but the dilute solutions in nonpolar solvents and its formulations are stable (about 5% loss in 1 y at ca. 20 ?C). It is hydrolyzed in aqueous media; DT50 (25 ?C) at pH 3, 6, and 9 are 0.4, 16, and 14 d, respectively.

Uses

Agricultural insecticide.

Uses

Satisfar is a pesticide sprayed on plants and vegetables as insecticide to fend off pests.

Uses

Etrimfos is used to control chewing insects in top fruit, vines, olives and a number of other crops. It is also used to control stem borers in rice and insect and acarid pests of stored products.

Definition

ChEBI: Etrimfos is an organic thiophosphate.

Hazard

Toxic.

Metabolic pathway

Etrimfos is principally degraded in soil and plants via dearylation of etrimfos itself or by hydrolysis of etrimfos oxon to the pyrimidinol (6-ethoxy-4-hydroxy-2-ethylpyrimidine), further metabolism of which involves de-ethylation to a dihydroxypyrimidine (2-ethyl-4,6-dihydroxypyrimidine). In mammals both hydrolysis and demethylation to desmethyl etrimfos are involved in detoxification. Additionally, the ethyl and ethoxy groups of the pyrimidinol hydrolysis product may be hydroxylated and conjugated. Etrimfos oxon is metabolically highly unstable and is often not detected.

Degradation

Etrimfos is unstable when pure but dilute solutions in non-polar solvents and formulations are stable. Half-lives in water at pH 3,6 and 9 were 0.4, 16 and 14 days, respectively. Etrimfos is stable to light (PM).

Toxicity evaluation

The acute oral LD50 for rats is 1,600–1,800 mg/kg. Inhalation LC50 (1 h) for rats is >200 mg/L air. NOEL (2 yr) for rats is 6 mg/kg diet (0.3 mg/kg/d). ADI is 3 μg/kg b.w. The principal degradation pathway in mammals, plants, and soils is pyrimidinyl ester bond cleavage: the major metabolites are 6-ethoxy-4-hydroxy- 2-ethylpyrimidine and its further transformed products. Degradation in mammals involves demethylation to desmethyl etrimfos. The DT50 in soils at pH 6.8 was 3–10 d.

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