Triethyl Phosphate

HCID 6535CAS 78-40-0

Grundinformationen

Standard-SMILES
CCOP(=O)(OCC)OCC
InChIKey
DQWPFSLDHJDLRL-UHFFFAOYSA-N
Summenformel
C6H15O4P
Durchschnittliche Molmasse
182,15 g/mol
Monoisotopische Masse
182,07079559

Überblick

Triethyl phosphate appears as a colorless, corrosive liquid. Combustible. Slowly dissolves in water and sinks in water. Severely irritates skin, eyes and mucous membranes.

Namen und Bezeichner

Bevorzugter Name
Triethyl Phosphate
IUPAC
triethyl phosphate

Namen und Synonyme

TRIETHYL PHOSPHATE78-40-0TriethylphosphateTris(ethyl) phosphateTriethoxyphosphine oxidePhosphoric acid, triethyl esterTriethylfosfatEthyl phosphate ((EtO)3PO)o-Phosphoric acid triethyl esterDTXSID8026228QIH4K96K7JNSC-2677
Weitere Namen anzeigen
DTXCID806228CHEBI:45927201-114-5RefChem:191513Ethyl phosphatePhosphoric Acid Triethyl EsterTEPC6H15O4P

Datenbank-Bezeichner

CAS
78-40-0
PubChem CID
6535
DTXSID
DTXSID8026228
ChEMBL
CHEMBL1236251
ChEBI
CHEBI:45927
UNII
QIH4K96K7J
EC Number
201-114-5
Nikkaji
J2.406F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,8
Polarare Oberfläche (TPSA)
44,8 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
6
Schwere Atome
11

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Organophosphates, Other

Organophosphate

DrugsPharmaceuticals -> Listed in ZINC15
Polymers · 2 Einträge

Plastics -> PUR

Plastics -> Flame retardants

SpringerMaterials Properties31P nuclear magnetic resonance spectrum
LogP · 3 Einträge

log Kow = 0.80

0.8

0.8

Odor · 2 Einträge

Mild

Pleasant smelling

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Gefahrenhinweise

Regulatory Information · 4 Einträge

Chemical: Phosphoric acid, triethyl ester

Phosphoric acid, triethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphoric acid, triethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 06-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14738

Triethyl phosphate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Phosphoric acid, triethyl ester: Human health tier I assessment
DOT LabelCorrosive
Fire Hazards · 2 Einträge

Special Hazards of Combustion Products: May produce hazardous decomposition products such as carbon dioxide, carbon monoxide and oxides of phosphorus. (USCG, 1999)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

Fire PotentialSlight when exposed to heat or flame.
Health HazardsMay be harmful by inhalation, ingestion or absorption. May cause irritation. (USCG, 1999)

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Fire Extinguishing Agents Not to Be Used: Ordinary foam and water may cause frothing.

Use powder, alcohol-resistant foam, water spray, carbon dioxide.

First Aid Measures · 4 Einträge

Fresh air, rest.

Rinse skin with plenty of water or shower.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Refer for medical attention .

First Aid · 1 Eintrag

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong oxidants and strong bases. Well closed. Ventilation along the floor.
Fire Fighting ProceduresTo fight fire, use carbon dioxide, dry chemical, alcohol foam.
Storage Conditions · 1 Eintrag

In general, materials which are toxic as stored or which can decompose into toxic components...should be stored in a cool, well-ventilated place, out of direct rays of the sun, away from areas of high fire hazard, and should be periodically inspected... Incompatible materials should be isolated from each other.

Toxikologische Informationen

Ecotoxicity Values · 5 Einträge

LC50 Eisenia foetida /(red wiggler, brandling, or manure worm)/ >1000 mg/kg/14 days

LC50 Leuciscus idus /(Ide)/ 2140 mg/L/48 hr /Conditions of bioassay not specified in source examined/

LC50 Daphnia magna /(Water flea)/ 350 mg/L/48 hr /Conditions of bioassay not specified in source examined/

LC50 Asellus intermedius (Aquatic sowbug) >100 mg/L/96 hr; static /formulated product/

For more Ecotoxicity Values (Complete) data for TRIETHYL PHOSPHATE (12 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 65(SRC), determined from a log Kow of 0.80(2) and a regression-derived equation(3), indicates that triethyl phosphate is expected to have high mobility in soil(SRC). Volatilization of triethyl phosphate from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 3.60X10-8 atm-cu m/mole(4). Triethyl phosphate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.393 mm Hg(5). Triethyl phosphate, present at 100 mg/L, reached 0% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(6) and is therefore not expected to readily biodegrade in the environment.

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 65(SRC), determined from a log Kow of 0.80(2) and a regression-derived equation(3), indicates that triethyl phosphate is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon a Henry's Law constant of 3.60X10-8 atm-cu m/mole(4). According to a classification scheme(5), measured BCF values ranging from 2.4-22(6) suggests the bioconcentration in aquatic organisms is low(SRC). Triethyl phosphate, present at 100 mg/L, reached 0% of its theoretical BOD in 4 weeks using an activated sludge inoculum at 30 mg/L and the Japanese MITI test(6) and is therefore not expected to readily biodegrade in aquatic environments.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), triethyl phosphate, which has a vapor pressure of 0.393 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase triethyl phosphate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 7.0 hours(SRC), calculated from its rate constant of 5.53X10-11 cu cm/molecule-sec at 25 °C(3). Triethyl phosphate does not absorb light at wavlenghts >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOther Poison - Organophosphate
Exposure RoutesThe substance can be absorbed into the body by ingestion.
Average Daily IntakeAir Intake: Insufficient data; Water Intake: (assume 1-20 ug/L in contaminated areas)(1-5) 2-40 ug; Food Intake: Insufficient data(SRC).
Ecotoxicity Excerpts · 1 Eintrag

/OTHER TERRESTRIAL SPECIES/ ... Studies were conducted to determine the phytotoxicity of TEP using sorghum-sudangrass (Sorghum bicolor (L.) Moench), tomato (Lycopersicon lycopersicum Mill.), and glossy privet (Ligustrum lucidum Ait.) as test plants grown on Mimbres-Glendale (MG) and Nickel-Tencee (NT) sod associations obtained from White Sands Missile Range. Triethyl phosphate was applied to sod and foliar tissue at rates of 0, 4, 400, and 40 000 mg m-2 sod surface. Triethyl phosphate also was applied in a thickened formulation, as used in missile testing, at an application rate of 40 000 mg m-2 on both soil and foliar tissue. Toxicity was only observed at the highest application rate with pure and thickened TEP. The method of TEP application to soil or foliar tissue did not affect the dry matter weight of tomato or glossy privet growth. There were inconsistent effects of TEP application method on sorghum-sudangrass dry matter weight, depending on soil type. Triethyl phosphate affected the test plants differently with resistance to TEP toxicity increasing in the order: tomato congruent sorghum-sudangrass on NT soil < sorghum-sudangrass on MG soil < glossy privet. A seedling emergence study using sorghum-sudangrass, tomato, and cucumber (Cucumis sativus L.) resulted in similar conclusions from the whole plant studies showing TEP toxicity only at the highest application rate of 40 000 mg m-2. There were indications from sorghum-sudangrass growth and cucumber seedling emergence that TEP toxicity may be less on soil having a higher clay and organic matter content, which may have been due to TEP sorption in soil and decreased TEP bioavailability to plant roots. The absence of phytotoxicity symptoms indicated plants would not be harmed if application rates were at or below 400 mg TEP m-2.

Regulatorische Informationen

TSCA Requirements · 2 Einträge

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, use, and exposure to EPA as cited in the preamble in 51 FR 41329.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Phosphoric acid, triethyl ester is included on this list.

FIFRA Requirements · 1 Eintrag

Residues of triethyl phosphate are exempted from the requirement of a tolerance when used as a stabilizer for formulations used before crop emerges from soil in accordance with good agricultural practice as inert (or occasionally active) ingredients in pesticide formulations applied to growing crops only.

Chemie und Industrie

Verwendung und Herstellung

Uses · 6 Einträge

Used as a catalyst for acetic anhydride; as a desensitizing agent for peroxides; as a solvent; as a plasticizer for resins, plastics, and gums; as a lacquer remover; as a fire-retarding, anti-foaming, and ethylating agent; as a raw material for insecticides; and to make insecticides; [HSDB]

Used as a catalyst in the production of acetic anhydride by the ketene process, as a desensitizing agent for peroxides, and as a solvent and plasticizer for cellulose acetate.

Solvent; plasticizer for resins, plastics, gums; catalyst; lacquer remover.

As a plasticizer, solvent, fire-retarding agent, anti-foaming agent

As an ethylating agent, and as a raw material to prepare insecticides such as tetraethyl pyrophosphate.

As ethylating agent; formation of polyesters which are used as insecticides.

U.S. Imports(1972) NEGLIGIBLE
U.S. Production · 6 Einträge

2023: 5,500,000 - <7,000,000 lb

This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

(1972) 3.63X10+9 GRAMS

(1986) >1 million-10 million pounds

(1990) >1 million-10 million pounds

For more U.S. Production (Complete) data for TRIETHYL PHOSPHATE (8 total), please visit the HSDB record page.

Consumer UsesFlame retardant
Industry UsesPlasticizer
Methods of Manufacturing · 2 Einträge

Prepared from tetraethyl hypophosphate with ethanol in the presence of aluminum ethoxide; Manufactured by treating triethylphosphite with diethyl hydrogen phosphate.

... Manufactured from diethyl ether and phosphorus pentoxide via a metaphosphate intermediate.

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