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Sigma-Aldrich

Trihexyltetradecylphosphonium bromide

≥95%

Synonym(s):

Tetradecyltrihexylphosphonium bromide

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About This Item

Linear Formula:
[CH3(CH2)5]3P(Br)(CH2)13CH3
CAS Number:
Molecular Weight:
563.76
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥95%
≥95.0% (T)

form

solid

density

0.96 g/mL at 20 °C (lit.)

SMILES string

[Br-].CCCCCCCCCCCCCC[P+](CCCCCC)(CCCCCC)CCCCCC

InChI

1S/C32H68P.BrH/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;/h5-32H2,1-4H3;1H/q+1;/p-1

InChI key

RJELOMHXBLDMDB-UHFFFAOYSA-M

Application

Reactant for:
  • Preparation of ionic liquids via solvent-free anion metathesis reaction
  • Preparation of tetraalkylphosphonium tungstophosphate and isopolytungstate Lindquist cluster anion
Trihexyltetradecylphosphonium bromide is a phosphonium-based ionic liquid that can be used as a recyclable reaction medium for Heck cross-coupling reactions. It can also be used to prepare supported liquid membranes (SLMs) for gas separation processes.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Gas separation properties of supported liquid membranes prepared with unconventional ionic liquids.
Cserjesi P, et al.
Journal of Membrane Science, 349(1), 6-11 (2010)
Heck reactions of aryl halides in phosphonium salt ionic liquids: library screening and applications.
Gerritsma DA, et al.
Tetrahedron Letters, 45(41), 7629-7631 (2004)
Guokai Cui et al.
Chemistry, an Asian journal, 12(21), 2863-2872 (2017-08-26)
A new strategy involving the computer-assisted design of substituted imidazolate-based ionic liquids (ILs) through tuning the absorption enthalpy as well as the basicity of the ILs to improve SO
Karolina Matuszek et al.
Molecules (Basel, Switzerland), 25(1) (2019-12-28)
Low solubility of terephthalic acid in common solvents makes its industrial production very difficult and not environmentally benign. Ionic liquids are known for their extraordinary solvent properties, with capability to dissolve a wide variety of materials, from common solvents to
Sarah F R Taylor et al.
Physical chemistry chemical physics : PCCP, 19(22), 14306-14318 (2017-05-26)
This study reports on understanding the formation of bubbles in ionic liquids (ILs), with a view to utilising ILs more efficiently in gas capture processes. In particular, the impact of the IL structure on the bubble sizes obtained has been

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