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Trihexyltetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate

≥90.0%

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Synonym(s):
Tetradecyltrihexylphosphonium bis(2,4,4-trimethylpentyl)phosphinate
Empirical Formula (Hill Notation):
C48H102O2P2
CAS Number:
Molecular Weight:
773.27
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥90.0%

impurities

≤1.0% water

density

0.895 g/mL at 20 °C (lit.)

SMILES string

CC(CC(C)(C)C)CP([O-])(=O)CC(C)CC(C)(C)C.CCCCCCCCCCCCCC[P+](CCCCCC)(CCCCCC)CCCCCC

InChI

1S/C32H68P.C16H35O2P/c1-5-9-13-17-18-19-20-21-22-23-24-28-32-33(29-25-14-10-6-2,30-26-15-11-7-3)31-27-16-12-8-4;1-13(9-15(3,4)5)11-19(17,18)12-14(2)10-16(6,7)8/h5-32H2,1-4H3;13-14H,9-12H2,1-8H3,(H,17,18)/q+1;/p-1

InChI key

ZKQLVOZSJHOZBL-UHFFFAOYSA-M

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This Item
1423872769089744
density

0.895 g/mL at 20 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

density

0.917 g/mL at 25 °C (lit.)

density

0.895 g/mL at 20 °C (lit.)

impurities

≤1.0% water

impurities

-

impurities

≤0.1% water

impurities

-

General description

Trihexyltetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate is a phosphonium-based ionic liquid. It can be prepared by reacting trihexyl(tetradecyl)-phosphonium chloride with bis(2,4,4-trimethylpentyl)phosphinic acid in the presence of a base.
http://www.sigmaaldrich.com/dam/sigma-aldrich/docs/Aldrich/Acta/al_acta_37_1.pdf

Application

It can be used as an extractant for the removal of dibenzothiophene from liquid fuels via extractive desulfurization (EDS).

Features and Benefits

Phosphonium-based ionic liquid possess interesting properties such as:
  • Liquid at room temperature or melting at T <100 °C
  • High thermal stability
  • Immiscible with water
  • Soluble in organic solvents (however, when an excess of water is added to the system, three liquid phases are formed)
  • Stable under basic conditions

Other Notes

A phosphonium phosphinate for use as a polar solvent

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Separation of rare earths and nickel by solvent extraction with two mutually immiscible ionic liquids
Rout, Alok, Sil Wellens, and Koen Binnemans
Royal Society of Chemistry Advances, 4.11, 5753-5758 (2014)
Phosphonium-based ionic liquids: An overview
Fraser, Kevin J., and Douglas R. MacFarlane
Australian Journal of Chemistry, 62.4, 309-321 (2009)
Unusual trend of viscosities and densities for four ionic liquids containing a tetraalkyl phosphonium cation and the anion bis (2, 4, 4-trimethylpentyl) phosphinate
Liu, Xiangyang, Waheed Afzal, and John M. Prausnitz
The Journal of Chemical Thermodynamics, 70, 122-126 (2014)
Gas separation properties of supported liquid membranes prepared with unconventional ionic liquids
Cserjesi, Petra, Nandor Nemestothy, and Katalin Belafi-Bako
Journal of Membrane Science, 349.1, 6-11 (2010)
Phosphonium ionic liquids as new, reactive extractants of lactic acid
Martak, J., and S. Schlosser
Chemical Papers, 60.5, 395-398 (2006)

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