28612

Sigma-Aldrich

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

≥90.0%

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

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).

Packaging

5, 50 g in poly bottle

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

hazcat

Skin Corr. 1B

storage_class_code

8A - Combustible, corrosive hazardous materials

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

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)
Phosphonium-based ionic liquids: An overview
Fraser, Kevin J., and Douglas R. MacFarlane
Australian Journal of Chemistry, 62.4, 309-321 (2009)
Proazaphosphatranes: Superior bases and catalysts
Aldrichimica Acta, 37(1), 32-32 (2004)
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)
Phase behavior of the surfactant ionic liquid trihexyltetradecylphosphonium bis (2, 4, 4-trimethylpentyl) phosphinate with water and dodecane
Rodriguez-Escontrela, Iria, et al.
Colloids and Surfaces. A, Physicochemical and Engineering Aspects, 480, 50-59 (2015)

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