14802-03-0

Basic information

• Product Name: 2-ethylhexyl hydrogen -2-ethylhexylphosphonate
• Synonyms: 2-ethylhexyl hydrogen -2-ethylhexylphosphonate;2-Ethylhexylphosphoric Acid Mono-2-Ethylhexyl Ester;Phosphonic acid, (2-ethylhexyl)-, mono(2-ethylhexyl) ester;(2-ethylhexyl)-phosphonic aci mono(2-ethylhexyl) ester;2-Ethyl hexylphosphic mono-2-ethylhexyl ester;2-Ethylhexylphosphonic acid mono-(2-ethylhexyl)-ester;PHOSPHONIC ACID (2-ETHYLHEXYL)-MONO(2-ETHLHEXYL)ESTER;mono(2-ethylhexyl) 2-ethylhexylphosphonate
• CAS NO: 14802-03-0
• Molecular Formula: C₁₆H₃₅O₃P
• Molecular Weight: 322.420461
• EINECS: 238-865-3
• Product Categories: Industrial/Fine Chemicals
• Mol File: 14802-03-0.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 390.6 °C at 760 mmHg
• Flash Point: 173°C(lit.)
• Appearance: /
• Density: 0.953 g/cm³
• Vapor Pressure: 3.46E-07mmHg at 25°C
• Refractive Index: 1.4480-1.4520
• PKA: 2.95±0.10(Predicted)
• CAS DataBase Reference: 2-ethylhexyl hydrogen -2-ethylhexylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethylhexyl hydrogen -2-ethylhexylphosphonate(14802-03-0)
• EPA Substance Registry System: 2-ethylhexyl hydrogen -2-ethylhexylphosphonate(14802-03-0)

Safety Data

• RIDADR: 3265
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 14802-03-0(Hazardous Substances Data)

Usage

Chemical Properties

2-ethylhexyl hydrogen -2-ethylhexylphosphonate is a yellow liquid. Soluble in kerosene, petroleum ether, alcohol, insoluble in water.

Uses

2-ethylhexyl hydrogen -2-ethylhexylphosphonate belongs to ester organic matter, an acidic phosphorus type extractant, which is used for the extraction and separation of rare earth elements and non-ferrous metals.

InChI:InChI=1/C16H35O3P/c1-5-9-11-15(7-3)13-19-20(17,18)14-16(8-4)12-10-6-2/h15-16H,5-14H2,1-4H3,(H,17,18)

Synthetic route

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + C25H55NO → C16H34O3P(1-)*C25H54N(1+)

Conditions	Yield
In methanol at 20℃; for 6h;	95.8%

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + Diphenyliodonium triflate (66003-76-7) → C21H37O3P

Conditions	Yield
With triethylamine In toluene at 110℃; for 3h; Inert atmosphere;	92%

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + tetra-n-butylammonium hydroxide → C16H34O3P(1-)*C16H36N(1+)

Conditions	Yield
In methanol at 20℃; for 6h;	91.4%

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + benzyl bromide (100-39-0) → benzyl 2-ethylhexyl (2-ethylhexyl)phosphonate

Conditions	Yield
With caesium carbonate In acetonitrile at 100℃; for 12h; Inert atmosphere;	91%

methanol (67-56-1) + (2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) → C17H37O3P

Conditions	Yield
With copper(l) iodide; sodium carbonate; triethylamine In tetrachloromethane at 80℃; for 12h;	85%

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + phenol (108-95-2) → C22H39O3P

Conditions	Yield
With N,N-dimethyl-aniline; 1,1'-carbonyldiimidazole In acetonitrile at 20℃; for 12h; Inert atmosphere;	59%

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + neodymium trichloride (10024-93-8) → Nd[H(P(O)O(CH2CH(C2H5)C4H9)(OCH2CH(C2H5)C4H9))2]3*99H2O

Conditions	Yield
In hydrogenchloride extn. of NdCl3 in aq. HCl with phosphonic acid ester in molten paraffinwax; IR spectroscopy;

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + europium(III) nitrate → Eu((2-ethylhexyl)phosphonate mono(2-ethylhexyl) ester)3((2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester)3

Conditions	Yield
With lactic acid; NaNO3 In further solvent(s) soln. of Eu(NO3)3 in H2O (pH 3.6, ionic strength 2.0 M using NaNO3) extd. with soln. of phoshate in 1,4-diisopropylbenzene in presence of lacticacid; not isolated; org. phase detd. by fluorescence spectra;

2,4,6-triamino-s-triazine (108-78-1) + (2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) → C16H35O3P*C3H6N6

Conditions	Yield
In ethanol at 75℃; for 0.5h;

cerium(III) chloride (7790-86-5) + Bis(2-ethylhexyl)phosphoric acid (298-07-7) + (2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) → xC16H34O3P(1-)*(3-x)C16H34O4P(1-)*Ce(3+)

Conditions	Yield
In water; kerosene at 24.84℃; for 0.5h; pH=2.5; pH-value; Green chemistry;

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + nitric acid (7697-37-2) + cis-dioxomolybdenium(VI) → C32H70MoN2O14P2

Conditions	Yield
In dodecane

(2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester (14802-03-0) + tetrabutyl-ammonium chloride (1112-67-0) → C16H34O3P(1-)*C16H36N(1+)

Conditions	Yield
Stage #1: tetrabutyl-ammonium chloride With sodium hydroxide In dichloromethane Stage #2: (2-ethylhexyl)phosphonic acid mono(2-ethylhexyl) ester