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Sigma-Aldrich

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

≥90.0%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C48H102O2P2
CAS Number:
Molecular Weight:
773.27
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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

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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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)
Proazaphosphatranes: Superior bases and catalysts
Aldrichimica Acta, 37(1), 32-32 (2004)
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 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)

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