1070-03-7

Basic information

• Product Name: (2-ETHYLHEXYL) PHOSPHATE
• Synonyms: PHOSPHORIC ACID 2-ETHYLHEXYL ESTER;(2-ETHYLHEXYL) PHOSPHATE;2-ETHYLHEXYL ACID PHOSPHATE;2-ETHYLHEXYL PHOSPHATE;mono (2-ethylhexyl) phosphate;Phosphoric acid dihydrogen (2-ethylhexyl);Phosphoric acid dihydrogen 2-ethylhexyl;2-Ethylhexyl acid phosphate (mixture)
• CAS NO: 1070-03-7
• Molecular Formula: C₈H₁₉O₄P
• Molecular Weight: 210.21
• EINECS: 206-056-4
• Mol File: 1070-03-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 321.8 °C at 760 mmHg
• Flash Point: 130 °C
• Appearance: /
• Density: 1.127 g/cm³
• Vapor Pressure: 6.01E-05mmHg at 25°C
• PKA: 1.93±0.10(Predicted)
• CAS DataBase Reference: (2-ETHYLHEXYL) PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-ETHYLHEXYL) PHOSPHATE(1070-03-7)
• EPA Substance Registry System: (2-ETHYLHEXYL) PHOSPHATE(1070-03-7)

Safety Data

• Hazard Codes: C
• Statements: 21-34
• Safety Statements: 26-36/37/39-45
• Hazardous Substances Data: 1070-03-7(Hazardous Substances Data)

Usage

General Description

(2-ETHYLHEXYL) PHOSPHATE is a chemical compound that belongs to the family of organophosphates. It is commonly used as a plasticizer and as an additive in various industrial and consumer products, such as plastics, adhesives, and lubricants. (2-ETHYLHEXYL) PHOSPHATE has been linked to potential health risks, including reproductive and developmental toxicity, and has been identified as a potential endocrine disrupting chemical. Due to its potential harmful effects, there is ongoing research and regulatory scrutiny on the use and safety of (2-ETHYLHEXYL) PHOSPHATE in various applications.

InChI:InChI=1/C8H19O4P/c1-3-5-6-8(4-2)7-12-13(9,10)11/h8H,3-7H2,1-2H3,(H2,9,10,11)/p-2

Synthetic route

2-Ethylhexyl alcohol (104-76-7) → Bis(2-ethylhexyl)phosphoric acid (298-07-7) + tris(2-ethylhexyl) phosphate (78-42-2) + 2-ethylhexylphosphoric acid (1070-03-7)

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

2-Ethylhexyl alcohol (104-76-7) → Bis(2-ethylhexyl)phosphoric acid (298-07-7) + 2-ethylhexylphosphoric acid (1070-03-7)

Conditions	Yield
With phosphorus pentaoxide microwave irradiation;

tris(2-ethylhexyl) phosphate (78-42-2) → Bis(2-ethylhexyl)phosphoric acid (298-07-7) + 2-ethylhexylphosphoric acid (1070-03-7)

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

2-ethylhexylphosphoric acid (1070-03-7) + lanthanum(III) nitrate → 2La(3+)*3CH3(CH2)3CH(CH2CH3)CH2OPO3(2-)*3H2O=La2(CH3(CH2)3CH(CH2CH3)CH2OPO3)3*3H2O

Conditions	Yield
With sodium hydroxide In water; acetone addn. of NaOH to org. acid (complete neutralization of org. acid), addn.of soln. of La(NO3)3 in acetone, stirring )1 h), addn. of H2O; pptn. (after 24 h), washing (acetone, H2O), drying (in desiccator with H2SO4, 48 h); elem. anal.;

2-ethylhexylphosphoric acid (1070-03-7) + lanthanum(III) nitrate → La(3+)*3CH3(CH2)3CH(CH2CH3)CH2OP(O)2(OH)(1-)*1.5H2O=La(CH3(CH2)3CH(CH2CH3)CH2OP(O)2(OH))3*1.5H2O

Conditions	Yield
With sodium hydroxide In water; acetone mixing of org. acid with 0.5 mol/l NaOH (org. acid : Na =1 : 1), stirring, addn. of soln. of La(NO3)3 in acetone, stirring )1 h), addn. of H2O; pptn. (after 24 h), washing (acetone, H2O), drying (in desiccator with H2SO4, 48 h); elem. anal.;

Upstream product

• 78-42-2 tris(2-ethylhexyl) phosphate 
• 104-76-7 2-Ethylhexyl alcohol 

Relevant articles and documents

Determination of phosphoric acid mono- and diesters in municipal wastewater by solid-phase extraction and ion-pair liquid chromatography-tandem mass spectrometry

The first analytical method for the determination of 13 phosphoric acid mono- and diesters from aqueous samples is presented. The method consists of solid-phase extraction (SPE) and ion-pair liquid chromatographic separation with tri-n-butylamine coupled to electrospray ionization tandem mass spectrometry in the negative ion mode. Due to a lack of pure standards, only 3 of the 13 esters could be quantified. SPE recoveries ranged from 71 to 112% for di-n-butyl phosphate, diphenyl phosphate, and di-(2-ethylhexyl) phosphate (DEHP) with limits of quantification from 7 to 14 ng/L for 100-mL samples. At analyte concentrations ≥1 μg/L, aqueous samples can be analyzed by direct injection without extraction. In municipal wastewater, six diesters and one monoester were unambiguously identified by comparison with synthesized reference material. DEHP showed highest concentrations of 60 and 5 μg/L in raw and treated wastewater, respectively. The detection of monoethylhexyl phosphate was confirmed by LC-Q-TOF-MS analysis, and it was found at a concentration level comparable to DEHP. Laboratory degradation tests show that phosphoric acid diesters can be formed as intermediates in the microbial degradation of trialkyl phosphates that are being used as flame retardants and plasticizers.

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

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.