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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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5 G
$49.60
50 G
$223.00

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

$49.60


In StockDetails


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Quality Level

assay

≥90.0%

impurities

≤1.0% water

density

0.895 g/mL at 20 °C (lit.)

functional group

phosphine

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.[1] It can be prepared by reacting trihexyl(tetradecyl)-phosphonium chloride with bis(2,4,4-trimethylpentyl)phosphinic acid in the presence of a base.[2]
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).[3]

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

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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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)
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)

Questions

1–3 of 3 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. Trihexyltetradecylphosphonium bis(2,4,4-trimethylpentyl)phosphinate is this compound applicable in metal separation (solvent extraction). I am interested in separation of transition metals and lanthanides.

    1 answer
    1. This product, as well as other phosphonium-based ionic liquids offered, have not been tested for suitability in the separation of lanthanides. Please see the links below for information that may be helpful.
      Solvent Extraction and Separation of Trivalent Lanthanides Using Cyphos IL 104, a Novel Phosphonium Ionic Liquid as Extractant
      https://www.tandfonline.com/doi/abs/10.1080/07366299.2016.1207459

      Speciation of lanthanide ions in the organic phase after extraction from nitrate media by basic extractants
      https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6333249/

      Helpful?

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