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78-42-2 Usage

Chemical Properties

Tris(2-ethylhexyl) phosphate, a clear, viscous liquid, is used as a component of vinyl stabilizers, grease additives, and flame-proofing compositions; however, it is used primarily as a plasticizer for vinyl plastic and synthetic rubber compounds. Tris(2-ethylhexyl) phosphate has been employed as a specialty flameretardant plasticizer for vinyl compositions where low temperature flexibility is critical, eg, in military tarpaulins. It can be included in blends with general purpose plasticizers such as phthalate esters to improve low temperature flexibility.

Uses

Different sources of media describe the Uses of 78-42-2 differently. You can refer to the following data:
1. Tris(2-ethylhexyl) Phosphate is used as a phosphorous flame retardant. Used as a plasticizer in the preparation of a new potentiometric membrane sensor.
2. Solvent, antifoaming agent, plasticizer.

General Description

Clear colorless to pale yellow liquid with a slight sharp odor. Insoluble in water; Soluble in alcohol, acetone, and ether. Combustible.

Reactivity Profile

Tris(2-ethylhexyl) phosphate is incompatible with oxidizing materials. Tris(2-ethylhexyl) phosphate may soften or deteriorate certain plastics and elastomers. Tris(2-ethylhexyl) phosphate is incompatible with cellulose acetate and cellulose acetate butyrate.

Hazard

Toxic by ingestion and inhalation.

Flammability and Explosibility

Notclassified

Purification Methods

TEHP, in an equal volume of diethyl ether, is shaken with aqueous 5% HCl, and the organic phase is filtered to remove traces of pyridine (used as a solvent during manufacture) as its hydrochloride. This layer is shaken with aqueous Na2CO3, then water, and the ether is distilled off at room temperature. The ester is then filtered, dried for 12hours at 100o/15mm, and again filtered, then shaken intermittently for 2days with activated alumina (100g/L). It is decanted through a fine sintered-glass disc (with exclusion of moisture), and distilled under vacuum. [French & Muggleton J Chem Soc 5064 1957.] *Benzene can be used as a solvent (to give 0.4M solution) instead of ether. IR ( ): 1702, 1701, 481 and 478cm -1 [Bellamy & Becker J Chem Soc 475 1952]. The uranyl nitrate salt is purified by partial crystallisation from hexane [Siddall & Dukes J Am Chem Soc 81 790 1959, Siddall J Am Chem Soc 81 4176 1959]. [Beilstein 1 IV 1786.]

Check Digit Verification of cas no

The CAS Registry Mumber 78-42-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 8 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 78-42:
(4*7)+(3*8)+(2*4)+(1*2)=62
62 % 10 = 2
So 78-42-2 is a valid CAS Registry Number.
InChI:InChI=1/C36H75O4P/c1-13-25-28-31(16-4)34(19-7,20-8)38-41(37,39-35(21-9,22-10)32(17-5)29-26-14-2)40-36(23-11,24-12)33(18-6)30-27-15-3/h31-33H,13-30H2,1-12H3

78-42-2 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (15808)  Trioctyl phosphate   

  • 78-42-2

  • 50g

  • 253.0CNY

  • Detail
  • Alfa Aesar

  • (15808)  Trioctyl phosphate   

  • 78-42-2

  • 250g

  • 592.0CNY

  • Detail
  • Alfa Aesar

  • (15808)  Trioctyl phosphate   

  • 78-42-2

  • 1kg

  • 935.0CNY

  • Detail
  • Sigma-Aldrich

  • (93299)  Tris(2-ethylhexyl)phosphate  Selectophore, ≥99.0%

  • 78-42-2

  • 93299-25ML

  • 2,968.29CNY

  • Detail
  • Aldrich

  • (289922)  Tris(2-ethylhexyl)phosphate  97%

  • 78-42-2

  • 289922-25ML

  • 380.25CNY

  • Detail
  • Aldrich

  • (289922)  Tris(2-ethylhexyl)phosphate  97%

  • 78-42-2

  • 289922-500ML

  • 843.57CNY

  • Detail

78-42-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Tris(2-ethylhexyl) Phosphate

1.2 Other means of identification

Product number -
Other names Phosphoric acid, tris(2-ethylhexyl) ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:78-42-2 SDS

78-42-2Synthetic route

2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

tris(2-ethylhexyl) phosphate
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
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

A

Bis(2-ethylhexyl)phosphoric acid
298-07-7

Bis(2-ethylhexyl)phosphoric acid

B

tris(2-ethylhexyl) phosphate
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%
2-Ethylhexyl alcohol
104-76-7

2-Ethylhexyl alcohol

A

Bis(2-ethylhexyl)phosphoric acid
298-07-7

Bis(2-ethylhexyl)phosphoric acid

B

tris(2-ethylhexyl) phosphate
78-42-2

tris(2-ethylhexyl) phosphate

C

2-ethylhexylphosphoric acid
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%
tris(2-ethylhexyl) phosphite
301-13-3

tris(2-ethylhexyl) phosphite

tris(2-ethylhexyl) phosphate
78-42-2

tris(2-ethylhexyl) phosphate

Conditions
ConditionsYield
With oxygen Irradiation;
tris(2-ethylhexyl) phosphate
78-42-2

tris(2-ethylhexyl) phosphate

neodymium(III) trifluoromethanesufonate

neodymium(III) trifluoromethanesufonate

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

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

Conditions
ConditionsYield
at 120℃; for 12h; Inert atmosphere;90.7%
cerium(III) chloride heptahydrate

cerium(III) chloride heptahydrate

lanthanum(III) chloride heptahydrate

lanthanum(III) chloride heptahydrate

terbium(III) chloride hexahydrate

terbium(III) chloride hexahydrate

tris(2-ethylhexyl) phosphate
78-42-2

tris(2-ethylhexyl) phosphate

phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

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

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%
tris(2-ethylhexyl) phosphate
78-42-2

tris(2-ethylhexyl) phosphate

A

Bis(2-ethylhexyl)phosphoric acid
298-07-7

Bis(2-ethylhexyl)phosphoric acid

B

2-ethylhexylphosphoric acid
1070-03-7

2-ethylhexylphosphoric acid

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

tris(2-ethylhexyl) phosphate

neodymium(III) chloride hexahydrate

neodymium(III) chloride hexahydrate

NdCl3(tris(2-ethylhexyl) phosphate)3

NdCl3(tris(2-ethylhexyl) phosphate)3

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

78-42-2Relevant articles and documents

Preparation method of tri-iso-octyl phosphate

-

Paragraph 0012; 0016; 0017; 0018; 0019; 0020; 0021-0061, (2017/02/24)

The invention provides a preparation method of tri-iso-octyl phosphate, and in particular relates to a method of utilizing phosphorus oxychloride and isooctyl alcohol under negative pressure and simultaneously carrying out ultrasonic-assisted chlorine hydride gas removal to prepare tri-iso-octyl phosphate. The invention utilizes the method of ultrasonic-assisted chlorine hydride gas removal to prepare tri-iso-octyl phosphate, under the action of ultrasonic wave, violent impact occur between liquid particles, thus being conducive to accelerated reaction. Also, after ultrasonic wave acts on the reaction feed liquid, a lot of small bubbles can be produced, tensile stress can appear locally in the liquid so as to form negative pressure, the pressure reduction brings about supersaturation of gas originally dissolved in the feed liquid, so that the gas escapes from the liquid to form bubbles, and then by means of vacuum pumping and under an ultrasonic assisted condition, the escaped hydrogen chloride gas can break away directly, thus greatly reducing the generation of the byproduct iso-octane chloride. The method not only improves the reaction yield, but also reduces environmental pollution, and saves the production cost.

ETUDE PAR SPECTROMETRIE RMN DU MECANISME DE L'ACTION DU 2-ETHYLHEXANOL SUR LE PENTOXYDE DE PHOSPHORE

Elias, A.,Azzouz, A.,Rodehueser, L.

, p. 91 - 100 (2007/10/02)

The reaction of phosphorus pentaxide with 2-ethylhexanol has been studied in the absence of solvent.The analysis of raw and purified reaction products has been carried out using 31P NMR.This study allowed us to describe the different reaction steps and the evolution of the reagents, intermediates, and reaction products with time.The examination of the time and temperature dependence has shown the importance of kinetic effects and has given insight into the mechanism of the action of the alcohol on the P-O bonds of the phosphoric anhydride.The results suggest that only the progresive cleaving of these bonds leads to the products obtained under these conditions. Key words: Di(2-ethylhexyl)phosphate; phosphorus pentoxide; 2-ethylhexanol; synthesis; mechanism; NMR.

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