Tetra-n-butylphosphonium bromide is used as a phase-transfer catalyst at high temperatures, at which nitrogen analogues tend to undergo elimination e.g. as catalyst for the dealkoxycarbonylation of malonates and β-keto esters by heating in stearic acid. used as an ionic liquid solvent in the regioselective O-alkylation of C/O ambident nucleophiles. It is a synthetic reagent used in proteomics research.
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Applications
Tetra-n-butylphosphonium bromide is used as a phase-transfer catalyst at high temperatures, at which nitrogen analogues tend to undergo elimination e.g. as catalyst for the dealkoxycarbonylation of malonates and ß-keto esters by heating in stearic acid. used as an ionic liquid solvent in the regioselective O-alkylation of C/O ambident nucleophiles. It is a synthetic reagent used in proteomics research.
Solubility
Soluble in water (70 g/100 ml)
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. It is hygroscopic in nature.
RUO – Research Use Only
General References:
- Pascal Claina.; Anthony Delahayea.; Laurence Fournaisona.; Nadia Mayoufib.; Didier Dalmazzoneb.; Walter Fürstb. Rheological properties of tetra-n-butylphosphonium bromide hydrate slurry flow. Tetrahedron Letters. 1992, 193-194, 112-122.
- Rena M. Pomaville.; Salwa K. Poole.; LaDonna J. Davis.; Colin F. Poole. Solute—solvent interactions in tetra-n-butylphosphonium salts studied by gas chromatography. Chemical Engineering Journal. 1988, 438, 1-14.
- Quaternary phosphonium salt, useful as a phase-transfer catalyst at high temperatures, at which nitrogen analogues tend to undergo elimination (see Appendix 2), e.g. as catalyst for the dealkoxycarbonylation of malonates and ß-keto esters by heating in stearic acid: Synthesis, 320 (1985).
- Has been used as an ionic liquid solvent in the regioselective O-alkylation of C/O ambident nucleophiles: Tetrahedron Lett., 33, 4435 (1992); see Tetra-n-butyl ammonium bromide, A10249.