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126-68-1

Basic Information
CAS No.: 126-68-1
Name: O,O,O-TRIETHYLPHOSPHOROTHIOATE
Article Data: 93
Molecular Structure:
Molecular Structure of 126-68-1 (O,O,O-TRIETHYLPHOSPHOROTHIOATE)
Formula: C6H15 O3 P S
Molecular Weight: 198.223
Synonyms: Ethylphosphorothioate, (EtO)3PS (6CI); Ethyl thiophosphate, (EtO)3PS (5CI); NSC2650; O,O,O-TEPT; O,O,O-Triethyl phosphorothioate; O,O,O-Triethylthiophosphate; O,O',O''-Triethyl phosphorothioate; Thiophosphoric acidtri-O-ethyl ester; Triethoxyphosphine sulfide; Triethyl phosphorothioate;Triethyl phosphorothionate; Triethyl thiophosphate
Density: 1.109g/cm3
Melting Point: >280 °C (decomp)
Boiling Point: 200.4°Cat760mmHg
Flash Point: 75°C
Hazard Symbols: Toxic by ingestion, cholinesterase inhibitor.
Safety: Poison by inhalation and intravenous routes. A cholinesterase inhibitor. Combustible when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits very toxic fumes of POx and SOx. See also PARATHION.
PSA: 69.59000
LogP: 2.97100
Synthetic route
122-52-1

triethyl phosphite

126-68-1

O,O,O-triethyl phosphorothioate

Conditions
ConditionsYield
With N,N'-dimethylthioperoxydicarbamic acid In acetonitrile at 20℃;99%
With N-Bromosuccinimide; triphenylsilanethiol In benzene for 1h;93%
With propylene sulphide; [ReOCl3(OPPh3)(SMe2)] In dichloromethane for 0.333333h; Ambient temperature;85%
17534-37-1

diphenyl-4,5 dithiole-1,3 thiones-2

A

23780-79-2

tetraphenyl-[2,2']bi[1,3]dithiolylidene

B

126-68-1

O,O,O-triethyl phosphorothioate

Conditions
ConditionsYield
With triethyl phosphite In acetonitrile for 16h; Irradiation;A 91%
B n/a
2958-89-6

N-(chlorosulfanyl)morpholine

122-52-1

triethyl phosphite

A

37097-43-1

Diethyl 4-morpholidophosphate

B

126-68-1

O,O,O-triethyl phosphorothioate

C

56341-75-4

O,O-diethyl S-morpholino phosphorothioate

Conditions
ConditionsYield
6-13 deg C then rt., 4 h;A 81%
B 4%
C 15%
6-13 deg C then rt., 4 h;A 23%
B 7%
C 70%
at 6 - 13℃;A 9%
B 7%
C 10.7 g
141-52-6

sodium ethanolate

2524-04-1

diethyl phosphorochloridothioate

126-68-1

O,O,O-triethyl phosphorothioate

Conditions
ConditionsYield
In ethanol at 20℃; for 14h;78.2%
76289-06-0

diisopropoxyphosphinothionyl tert-butylamino trisulfide

122-52-1

triethyl phosphite

A

126-68-1

O,O,O-triethyl phosphorothioate

B

76276-34-1

diisopropoxyphosphinothionyl tert-butylamino disulfide

Conditions
ConditionsYield
In diethyl ether at 0℃; for 0.25h;A 78%
B 63.5%
538-75-0

dicyclohexyl-carbodiimide

2465-65-8

O,O'-diethyl thiophosphoric acid

A

126-68-1

O,O,O-triethyl phosphorothioate

B

1186-09-0

O,O,S-triethyl phosphorothioate

C

645-78-3

tetraethyl thiopyrophosphate

D

1212-29-9

1,3-dicyclohexylthiourea

Conditions
ConditionsYield
In diethyl ether for 240h; Mechanism; Product distribution; Ambient temperature; solvent: acetonitrile;A n/a
B n/a
C 45%
D 77%
2465-65-8

O,O'-diethyl thiophosphoric acid

A

126-68-1

O,O,O-triethyl phosphorothioate

B

1186-09-0

O,O,S-triethyl phosphorothioate

C

645-78-3

tetraethyl thiopyrophosphate

D

1212-29-9

1,3-dicyclohexylthiourea

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In diethyl ether for 240h; Ambient temperature;A n/a
B n/a
C 45%
D 77%
64-17-5

ethanol

106259-91-0

O-phenyl> O,O-diethyl phosphorothioate

A

126-68-1

O,O,O-triethyl phosphorothioate

B

106259-89-6

O-(o-aminophenyl) O,O-diethyl phosphorothioate

Conditions
ConditionsYield
for 10h; Heating;A 69%
B 71%
15088-78-5

3-phenylethanoic dithioperoxyanhydride

122-52-1

triethyl phosphite

A

126-68-1

O,O,O-triethyl phosphorothioate

B

97754-54-6

phenacetyl sulfide

Conditions
ConditionsYield
In 1,2-dichloro-ethane at 20℃; for 0.0833333h;A 70%
B n/a
122-52-1

triethyl phosphite

A

64-67-5

diethyl sulfate

B

78-40-0

triethyl phosphate

C

126-68-1

O,O,O-triethyl phosphorothioate

D

78-38-6

ethylphosphonic acid diethyl ester

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -78℃;A 2%
B 70%
C 23%
D 5%
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    O,O,O-Triethylphosphorothioate

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Chemistry

IUPAC Name: Triethoxy(sulfanylidene)-λ5-phosphane 
Molecular Formula: C6H15O3PS
Molecular Weight: 198.24g/mol
EINECS: 204-797-8
Density: 1.109g/cm3
Boiling Point: 231.6 °C at 760 mmHg
Flash Point: 93.9 °C
Freely Rotating Bonds: 6
Polar Surface Area: 70.64 Å2
Index of Refraction: 1.452
Molar Refractivity: 48.2 cm3
Molar Volume: 178.4 cm3
Polarizability: 19.11 ×10-24 cm3
Surface Tension: 34.6 dyne/cm
Enthalpy of Vaporization: 44.92 kJ/mol
Vapour Pressure: 0.0938 mmHg at 25°C
The Cas Register Number  of Triethyl phosphorothioate is 126-68-1.The chemical synonyms of Triethyl phosphorothioate (CAS NO.126-68-1) are (C2H5O)3PS ; Ethyl phosphorothioate ((EtO)3PS) ; O,O,O-Triethyl thiophosphate ; O,O,O-Triethylester kyseliny thiofosforecne ; O,O,O-triethylesterkyselinythiofosforecne ; O,O,O-Triethylthiofosfat ; O,O,O-triethylthiophosphate ; Phosphine sulfide, triethoxy- .The molecular structure of Triethyl phosphorothioate (CAS NO.126-68-1) is.

Uses

 Triethyl phosphorothioate (CAS NO.126-68-1) is used as pesticide.

Toxicity Data With Reference

1.    

ihl-rat LCLo:41 ppm/4H

    28ZPAK    Sbornik Vysledku Toxixologickeho Vysetreni Latek A Pripravku Marhold, J.V.,Institut Pro Vychovu Vedoucicn Pracovniku Chemickeho Prumyclu Praha,Czechoslovakia.: 1972,207.
2.    

ivn-rat LDLo:250 mg/kg

    NATUAS    Nature. 179 (1957),154.

Safety Profile

Poison by inhalation and intravenous routes. A cholinesterase inhibitor. Combustible when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits very toxic fumes of POx and SOx. See also PARATHION.
Safety Statements: 22-24/25 
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3