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96662

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:
654057-97-3
Molecular Weight:
563.76
MDL number:
MFCD04117697
UNSPSC Code:
12352100
PubChem Substance ID:
57653773

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

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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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)
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)
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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
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