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78-40-0

Basic Information
CAS No.: 78-40-0
Name: Triethyl phosphate
Article Data: 295
Molecular Structure:
Molecular Structure of 78-40-0 (Triethyl phosphate)
Formula: C6H15O4P
Molecular Weight: 182.156
Synonyms: Triethylphosphate;Phosphoric acid, triethyl ester;Triethoxyphosphine oxide;1-diethoxyphosphoryloxyethane;Ethyl phosphate ((EtO)3PO);Triethylfosfat [Czech];Tris(ethyl) phosphate;Phosphoric acid,esters,triethyl ester;Levagard TEP;Ethyl phosphate (VAN);TEP Triethyl phosphate;Triethyl phosphate (TEP);Triethyl Phosp;TEP;Triethyl phosphate(TEP);
EINECS: 201-114-5
Density: 1.066 g/cm3
Melting Point: -56.4 ºC
Boiling Point: 219.3 ºC at 760 mmHg
Flash Point: 115.6 ºC
Solubility: SOLUBLE
Appearance: colourless liquid with a mild odour
Hazard Symbols: HarmfulXn
Risk Codes: 22
Safety: 25
PSA: 54.57000
LogP: 2.20400
Synthetic route
126-68-1

O,O,O-triethyl phosphorothioate

78-40-0

triethyl phosphate

Conditions
ConditionsYield
With pyridine; trifluoroacetic anhydride for 24h;100%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane for 20h;100%
With ozone In dichloromethane at -75℃;95%
2651-89-0

O,O,O-triethylselenophosphate

78-40-0

triethyl phosphate

Conditions
ConditionsYield
With pyridine; trifluoroacetic anhydride for 2h;100%
With ozone In dichloromethane at -75℃;94%
With Oxone In tetrahydrofuran; methanol Ambient temperature;85%
64-17-5

ethanol

762-04-9

phosphonic acid diethyl ester

78-40-0

triethyl phosphate

Conditions
ConditionsYield
With iodosylbenzene In tetrahydrofuran for 24h; Heating;100%
With tetraethylammonium iodide In acetonitrile at 25℃; electrosynthesis;98.7%
With oxygen; copper dichloride at 50℃; for 5h; Product distribution; effect of the temp., the reagent ratio, the reaction time;97%
64-17-5

ethanol

78-40-0

triethyl phosphate

Conditions
ConditionsYield
With phosphorous; oxygen; copper dichloride In benzene at 50℃;98.2%
With phosphorous; oxygen; copper dichloride In benzene at 50℃; Product distribution; Mechanism; other alkylalcohols, var. concentrations of reagents;98.2%
With trichlorophosphate In acetone at 10 - 30℃; under 10 Torr; for 4h;97.7%
122-52-1

triethyl phosphite

A

64-67-5

diethyl sulfate

B

78-40-0

triethyl phosphate

C

78-38-6

ethylphosphonic acid diethyl ester

Conditions
ConditionsYield
With sulfur trioxide In dichloromethane at -78℃;A 97%
B 2%
C 1%
With sulfur trioxide In dichloromethane at -78℃;A 17%
B 55%
C 28%
111-25-1

1-bromo-hexane

122-52-1

triethyl phosphite

A

78-40-0

triethyl phosphate

B

78-38-6

ethylphosphonic acid diethyl ester

C

16165-66-5

diethyl hexylphosphonate

Conditions
ConditionsYield
at 170℃; for 12h; Inert atmosphere; Dean-Stark;A n/a
B n/a
C 95%
64-17-5

ethanol

A

1623-14-9

ethyl phosphate

B

598-02-7

Diethyl phosphate

C

78-40-0

triethyl phosphate

Conditions
ConditionsYield
With phosphorus; tetraethylammonium iodide In water; acetonitrile electrolysis;A n/a
B n/a
C 84%
866-23-9

diethyl (trichloromethyl)phosphonate

64-17-5

ethanol

762-04-9

phosphonic acid diethyl ester

A

78-40-0

triethyl phosphate

B

3167-62-2

diethyl (dichloromethyl)phosphonate

Conditions
ConditionsYield
With triethylamine at 20℃;A n/a
B 84%
67751-11-5

N,N,N',N'-Tetramethylharnstoff-diethylacetal

762-04-9

phosphonic acid diethyl ester

A

78-40-0

triethyl phosphate

B

124-40-3

dimethyl amine

C

119949-72-3

diethyl phosphonate

Conditions
ConditionsYield
at 80℃; under 400 Torr; reduced pressure;A n/a
B n/a
C 83%

6-Hydroxy-5-(triaethoxyphosphoranylidenamino)-5,6-dihydro-β-ionon

A

78-40-0

triethyl phosphate

B

5,6-epimino-5,6-dihydro-β-ionone

Conditions
ConditionsYield
With ethanol In dichloromethane at 40℃; for 0.5h;A n/a
B 82%
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History

 Triethyl phosphate was firstly studied by a French chemist named Jean Louis Lassaigne in the early 1800s.

Specification

1. Introduction of Triethyl Phosphate
Triethyl Phosphate, its synonyms are Phosphoric acid, triethyl ester; Tris(ethyl) phosphate; Triethylfosfat; TEP; Triethoxyphosphine oxide; Ethyl phosphate. Triethyl phosphate is a colorless liquid.

2. Properties of Triethyl Phosphate
Water Solubility: soluble
Density: 1.066 g/cm3
Flash Point: 115.6 °C
Enthalpy of Vaporization: 43.72 kJ/mol
Boiling Point: 219.3 °C at 760 mmHg
Vapor pressure: 1 mm Hg ( 40 °C)
Melting Point: -56 °C
Vapour Pressure of Triethyl Phosphate (CAS NO.78-40-0): 0.177 mmHg at 25 °C
Classification Code: Mutation data; Reproductive Effect; Skin / Eye Irritant
Product Categories: Organics;Functional Materials;Phosphates (Plasticizer);Plasticizer

3. Structure Descriptors of Triethyl Phosphate
Canonical SMILES: P(OCC)(OCC)(OCC)=O
InChI: InChI=1/C6H15O4P/c1-4-8-11(7,9-5-2)10-6-3/h4-6H2,1-3H3

4. Toxicity of Triethyl Phosphate

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 800mg/kg (800mg/kg) BEHAVIORAL: GENERAL ANESTHETIC "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 605, 1969.
guinea pig LD50 oral 1600mg/kg (1600mg/kg) BEHAVIORAL: GENERAL ANESTHETIC "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 605, 1969.
guinea pig LD50 skin > 20mL/kg (20mL/kg)   National Technical Information Service. Vol. OTS0528351,
mouse LC inhalation > 44300ug/m3/4 (44.3mg/m3)   "Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 227, 1999.
mouse LD50 intraperitoneal 485mg/kg (485mg/kg)   Therapie. Vol. 15, Pg. 237, 1960.
mouse LD50 oral 1180mg/kg (1180mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: ATAXIA
"Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 227, 1999.
rat LCLo inhalation 28000ppm/6H (28000ppm)   American Industrial Hygiene Association Journal. Vol. 34, Pg. 286, 1973.
rat LD50 intraperitoneal 800mg/kg (800mg/kg) BEHAVIORAL: GENERAL ANESTHETIC "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 605, 1969.
rat LD50 oral 1165mg/kg (1165mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: ATAXIA
"Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 227, 1999.
rat LDLo intravenous 1gm/kg (1000mg/kg) BEHAVIORAL: GENERAL ANESTHETIC
BEHAVIORAL: MUSCLE WEAKNESS
LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Nature. Vol. 179, Pg. 154, 1957.

5. Safety Information of Triethyl Phosphate
Hazard Codes: Xn
Risk Statements: 22
R22: Harmful if swallowed.
Safety Statements: 25
S25: Avoid contact with eyes.
WGK Germany: 1
RTECS of Triethyl Phosphate: TC7900000

6. Use of Triethyl Phosphate
Triethyl Phosphate, its primary uses are as an industrial catalyst, a polymer resin modifier, and a plasticizer (eg. for unsaturated polyesters). In smaller scale it is used as a solvent for eg. cellulose acetate, flame retardant, an intermediate for pesticides and other chemicals, stabilizer for peroxides, a strength agent for rubber and plastic including vinyl polymers and unsaturated polyesters, etc. It is is also a common intermediate in the manufacture of pesticides. Triethyl phosphate is also a common intermediate in the manufacture of pesticides.

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