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Sigma-Aldrich

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:
465527-59-7
Molecular Weight:
773.27
MDL number:
MFCD04117696
UNSPSC Code:
12352100
PubChem Substance ID:
57648314
NACRES:
NA.22

Quality Level

100

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

Related Categories

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
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Synthesis, characterization, and application of novel trihexyl tetradecyl phosphonium bis(2,4,4-trimethylpentyl)phosphinate for extractive desulfurization of liquid fuel.
Dharaskar SA, et al.
Fuel Processing Technology, 123, 1-10 (2014)
Phosphonium ionic liquids as new, reactive extractants of lactic acid
Martak, J., and S. Schlosser
Chemical Papers, 60.5, 395-398 (2006)
Separation of cobalt and nickel by solvent extraction with two mutually immiscible ionic liquids
Wellens, Sil, et al.
Physical Chemistry Chemical Physics, 15.24, 9663-9669 (2013)
New epoxy systems based on ionic liquid
Silva, Adriana A., et al.
Polymer, 54.8, 2123-2129 (2013)
An investigation of a phosphinate-based ionic liquid for corrosion protection of magnesium alloy AZ31
Howlett, Patrick C., et al.
Australian Journal of Chemistry, 60.1, 43-46 (2007)
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