Bis(2-ethylhexyl) hydrogen phosphate

Base Information

• Chemical Name: Bis(2-ethylhexyl) hydrogen phosphate
• CAS No.: 298-07-7
• Deprecated CAS: 1179814-34-6
• Molecular Formula: C16H35O4P
• Molecular Weight: 322.425
• Hs Code.: 29190090
• European Community (EC) Number: 206-056-4
• ICSC Number: 1412
• UN Number: 1902
• UNII: 2Z4W0L3H06
• DSSTox Substance ID: DTXSID1027134
• Nikkaji Number: J34.641A
• Wikipedia: Di-(2-ethylhexyl)phosphoric_acid
• Wikidata: Q5269963
• ChEMBL ID: CHEMBL1902443
• Mol file: 298-07-7.mol

Synonyms:di(2-ethylhexyl)phosphate;di-2-(ethylhexyl)phosphoric acid;di-2-(ethylhexyl)phosphoric acid, ammonium salt;di-2-(ethylhexyl)phosphoric acid, potassium salt;di-2-(ethylhexyl)phosphoric acid, sodium salt;sodium bis(2-ethylhexyl)phosphate

Chemical Property of Bis(2-ethylhexyl) hydrogen phosphate

Chemical Property:

• Appearance/Colour: clear colorless to light yellow liquid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: -60 °C(lit.)
• Refractive Index: n20/D 1.443(lit.)
• Boiling Point: 393.4 °C at 760 mmHg
• PKA: 1.47±0.50(Predicted)
• Flash Point: 191.7 °C
• PSA: 65.57000
• Density: 0.983 g/cm³
• LogP: 5.55280
• Storage Temp.: Store below +30°C.
• Solubility.: ethanol: soluble100mg/mL, clear
• Water Solubility.: slightly soluble
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 14
• Exact Mass: 322.22729659
• Heavy Atom Count: 21
• Complexity: 260
• Transport DOT Label: Corrosive

Purity/Quality:

98% ^*data from raw suppliers

Bis(2-ethylhexyl) phosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 21-34
• Safety Statements: 26-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organophosphates, Other
• Canonical SMILES: CCCCC(CC)COP(=O)(O)OCC(CC)CCCC
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• Effects of Short Term Exposure: The substance is corrosive to the eyes and skin.
• Uses: Additive to lubrication oils, corrosion inhibitor, and antioxidant. Used as extractant in the hydrometallurgical separation of cobalt and nickel. Metal extraction and separation, intermediate for wetting agents and detergents . Feedstock for chemical synthesis; extraction fluid for metal salts; cation extracting agent. Extraction of metals.Bis(2-ethylhexyl) phosphate is used as a lubricant additive, corrosion inhibitor and a metal extractant. It is involved in the solvent extraction of uranium salts and rare earth metals. Iron(II) ions are extracted after reduction of Iron(III) ions. Further, it is used as a plasticizer and as a solvent in the synthesis of plastic.

Technology Process of Bis(2-ethylhexyl) hydrogen phosphate

There total 11 articles about Bis(2-ethylhexyl) hydrogen phosphate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 75.0%

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

Guidance literature:

With pyridine; trichlorophosphate; In neat (no solvent); at 88 ℃; for 0.0208333h; Microwave irradiation;

DOI:10.13005/ojc/300131

Reference yield: 15.6%

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)

Guidance literature:

With phosphorus pentoxide; at 21 ℃; for 0.616667h; Product distribution; Mechanism; var.temps. and time;

Reference yield:

copper(II) di(2-ethylhexyl)phosphate + oxalic acid (144-62-7,97993-78-7) → Bis(2-ethylhexyl)phosphoric acid (298-07-7) + copper(II) oxalate (814-91-5)

Guidance literature:

In tetrachloromethane; water; at 29.2 ℃; for 0.388889h; Further Variations:; reaction times, electrostatic field effects; Kinetics;

DOI:10.1007/s11504-008-3035-1

upstream raw materials:

bis(2-ethylhexyl)phosphite

bis(2-ethylhexyl) phosphorochloridate

2-Ethylhexyl alcohol

tris(2-ethylhexyl) phosphate

Downstream raw materials:

(2-phenylethyl)triethoxysilane

di-(2-ethylhexyl)phenyl phosphate

Refernces

• 1、 Aitken, R. Alan,Collett, Chris J.,Mesher, Shaun T. E.. "Convenient preparation of long-chain dialkyl phosphates: Synthesis of dialkyl phosphates". scheme or table. p. 2515 - 2518. Retrieved 2012/09/05.
• 2、 Zhang, Dongxiang,Tarasov. "Electrostatic field effects on mass exchange of oxalic acid and copper Di-2-ethylhexyl phosphate". . p. 506 - 511. Retrieved 2008/09/19.