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Tris(2-ethylhexyl) phosphate
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Name

Tris(2-ethylhexyl) phosphate

 EINECS 201-116-6
CAS No. 78-42-2 Density 0.92 g/cm3
PSA 54.57000 LogP 8.79350
Solubility Insoluble in water Melting Point -70 °C
Formula C24H51O4P Boiling Point 405.5 °C at 760 mmHg
Molecular Weight 434.64 Flash Point 206.6 °C
Transport Information N/A Appearance clear colorless to pale yellow liquid with a slight sharp odor
Safety 23-43 Risk Codes 38
Molecular Structure Molecular Structure of 78-42-2 (Tris(2-ethylhexyl) phosphate) Hazard Symbols IrritantXi
Synonyms

DisflamollTOF;Durad TOP;Flexol TOF;NSC 407921;Reomol TOF;TEHP;TOF;2-ethylhexanol phosphate triester Trioctyl phosphate;

Article Data 12

Tris(2-ethylhexyl) phosphate Synthetic route

104-76-7

2-Ethylhexyl alcohol

78-42-2

tris(2-ethylhexyl) phosphate

Conditions
ConditionsYield
With magnesium chloride; trichlorophosphate at 20 - 63℃; under 0 - 16 Torr; for 4.25h; Pressure; Temperature; Sonication; Inert atmosphere;97.8%
With 2-ethyl-hexan-1-ol; sodium salt; trichlorophosphate
With pyridine; trichlorophosphate at 5 - 10℃;
Multi-step reaction with 2 steps
2: O2 / Irradiation
View Scheme
104-76-7

2-Ethylhexyl alcohol

A

298-07-7

Bis(2-ethylhexyl)phosphoric acid

B

78-42-2

tris(2-ethylhexyl) phosphate

Conditions
ConditionsYield
With pyridine; trichlorophosphate In neat (no solvent) at 88℃; for 0.0208333h; Microwave irradiation;A n/a
B 75%
104-76-7

2-Ethylhexyl alcohol

A

298-07-7

Bis(2-ethylhexyl)phosphoric acid

B

78-42-2

tris(2-ethylhexyl) phosphate

C

1070-03-7

2-ethylhexylphosphoric acid

Conditions
ConditionsYield
With phosphorus pentoxide at 21℃; for 0.616667h; Product distribution; Mechanism; var.temps. and time;A 21.9%
B 25%
C 15.6%
301-13-3

tris(2-ethylhexyl) phosphite

78-42-2

tris(2-ethylhexyl) phosphate

Conditions
ConditionsYield
With oxygen Irradiation;
78-42-2

tris(2-ethylhexyl) phosphate

neodymium(III) trifluoromethanesufonate

Nd(CF3SO3)3*3(tris(2-ethylhexyl)phosphate)

Conditions
ConditionsYield
at 120℃; for 12h; Inert atmosphere;90.7%

cerium(III) chloride heptahydrate

lanthanum(III) chloride heptahydrate

terbium(III) chloride hexahydrate

78-42-2

tris(2-ethylhexyl) phosphate

86119-84-8, 7664-38-2

phosphoric acid

La0.40Ce0.45Tb0.15(3+)*PO4(3-) = La0.40Ce0.45Tb0.15PO4

Conditions
ConditionsYield
In methanol; water byproducts: phosphoric acid ester; LaCl3*7H2O, CeCl3*7H2O, and TbCl3*6H2O in methanol added to tris(ethylhexyl)phosphate; water/methanol distilled off (30-40°C, vac.); soln. of H3PO4/trioctylamine/tris(ethylhexyl)phosphate added; soln. repeatedly evacuated and purged with N2; heated at 200°C; heating stopped when the temp. dropped to 170-175°C (about 30 to 40 h); cooled to room temp.; fourfold excess of methanol added; centrifugation; washed with methanol; dried; TEM; XRD;89%
...Expand
78-42-2

tris(2-ethylhexyl) phosphate

A

298-07-7

Bis(2-ethylhexyl)phosphoric acid

B

1070-03-7

2-ethylhexylphosphoric acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 100℃; for 2h; Title compound not separated from byproducts.;
78-42-2

tris(2-ethylhexyl) phosphate

neodymium(III) chloride hexahydrate

NdCl3(tris(2-ethylhexyl) phosphate)3

Conditions
ConditionsYield
In ethanol; toluene Schlenk technique; Inert atmosphere; Reflux;

Tris(2-ethylhexyl) phosphate Consensus Reports

NTP Carcinogenesis Studies (gavage); Some Evidence: mouse NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-274 ,1984. ; Equivocal Evidence: rat NTPTR*    National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No. NTP-TR-274 ,1984. . Reported in EPA TSCA Inventory.

Tris(2-ethylhexyl) phosphate Specification

The Tris(2-ethylhexyl)phosphate, with the CAS registry number 78-42-2, is also known as . It belongs to the product categories of Organics; Functional Materials; Phosphates (Plasticizer); Plasticizer. Its EINECS registry number is 201-116-6. This chemical's molecular formula is C24H51O4P and molecular weight is 434.63. Its IUPAC name is called tris(2-ethylhexyl) phosphate. What's more, this chemical is clear colorless to pale yellow liquid with a slight sharp odor. The product should be sealed and stored in cool, dry and well-ventilated place.

Physical properties of Tris(2-ethylhexyl)phosphate: (1)ACD/LogP: 10.09; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 10.09; (4)ACD/LogD (pH 7.4): 10.09; (5)ACD/BCF (pH 5.5): 1000000; (6)ACD/BCF (pH 7.4): 1000000; (7)ACD/KOC (pH 5.5): 7336582; (8)ACD/KOC (pH 7.4): 7336582; (9)#H bond acceptors: 4; (10)#Freely Rotating Bonds: 21; (11)Index of Refraction: 1.446; (12)Molar Refractivity: 125.22 cm3; (13)Molar Volume: 469 cm3; (14)Surface Tension: 31.3 dyne/cm; (15)Density: 0.926 g/cm3; (16)Flash Point: 206.6 °C; (17)Enthalpy of Vaporization: 63.16 kJ/mol; (18)Boiling Point: 405.5 °C at 760 mmHg; (19)Vapour Pressure: 2.04E-06 mmHg at 25°C.

Preparation of Tris(2-ethylhexyl)phosphate: this chemical can be prepared by 2-ethyl alcohol and phosphorus oxychloride. This reaction will need reagent 10% Na2CO3 and H2O.

Tris(2-ethylhexyl)phosphate can be prepared by 2-ethyl alcohol and phosphorus oxychloride

Uses of Tris(2-ethylhexyl)phosphate: this product can be used as flame retardants, plasticizer and extraction solvent. This product is one of special plasticizer with both flame retardancy and cold resistance. In addition, it is mainly used for military PVC products, adhesive and coatings, synthetic rubber and fiber. Meanwhile, it can also be used for hydrogen peroxide (H2O2) work solvent, lubricant additives, precious metals extraction solvent, etc.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to skin. You should not breathe its gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC
(2)InChI: InChI=1S/C24H51O4P/c1-7-13-16-22(10-4)19-26-29(25,27-20-23(11-5)17-14-8-2)28-21-24(12-6)18-15-9-3/h22-24H,7-21H2,1-6H3
(3)InChIKey: GTVWRXDRKAHEAD-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LC50 inhalation 450mg/m3/30M (450mg/m3)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1133, 1986.
mammal (species unspecified) LD50 oral 7600mg/kg (7600mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse LD50 intraperitoneal 3200mg/kg (3200mg/kg)   National Technical Information Service. Vol. OTS0528341,
mouse LD50 oral 12800mg/kg (12800mg/kg)   National Technical Information Service. Vol. OTS0528341,
rabbit LD50 oral 46gm/kg (46000mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1133, 1986.
rabbit LD50 skin 20gm/kg (20000mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1133, 1986.
rat LD50 intraperitoneal 30gm/kg (30000mg/kg)   National Technical Information Service. Vol. OTS0528341,
rat LD50 oral 37gm/kg (37000mg/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 30, Pg. 63, 1948.
rat LD50 unreported 40gm/kg (40000mg/kg)   "Practical Toxicology of Plastics," Lefaux, R., Cleveland, OH, Chemical Rubber Co., 1968Vol. -, Pg. 337, 1968.

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