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3115-68-2 - Tetra-n-butylphosphonium bromide, 99% - A10868 - Alfa Aesar

A10868 Tetra-n-butylphosphonium bromide, 99%

CAS Number
3115-68-2
Synonyms

Size Price ($) Quantity Availability
25g 24.82
100g 47.28
500g 153.47
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Tetra-n-butylphosphonium bromide, 99%

MDL
MFCD00011853
EINECS
221-487-8

Chemical Properties

Formula
C16H36BrP
Formula Weight
339.35
Melting point
99-103°
Flash Point
290°(554°F)
Sensitivity
Hygroscopic
Solubility
Soluble in water (70 g/100 ml)

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.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. It is hygroscopic in nature.

Literature 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-butyl­ammonium bromide, A10249.

GHS Hazard and Precautionary Statements

Hazard Statements: H310-H302-H332-H315-H335-H318

Fatal in contact with skin. Harmful if swallowed. Harmful if inhaled. Causes skin irritation. May cause respiratory irritation. Causes serious eye damage.

Precautionary Statements: P261-P262-P280-P305+P351+P338-P361-P302+P350-P304+P340-P310-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Do not get in eyes, on skin, or on clothing. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Remove/Take off immediately all contaminated clothing. IF ON SKIN: Gently wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
4160474
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2931.90
TSCA
Yes
RTECS
TA2417000

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