Tetrabutylammonium bromide (TBAB) is a quaternary ammonium salt with a bromide commonly used as a phase transfer catalyst.[2] It is used to prepare many other tetrabutylammonium salts by salt metathesis reactions. The anhydrous form is a white solid.[3]
Names | |
---|---|
Preferred IUPAC name
N,N,N-Tributylbutan-1-aminium bromide | |
Other names
| |
Identifiers | |
| |
3D model (JSmol)
|
|
ChEBI |
|
ChEMBL |
|
ChemSpider |
|
ECHA InfoCard | 100.015.182 |
EC Number |
|
PubChem CID
|
|
UNII |
|
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
C16H36BrN | |
Molar mass | 322.368 g/mol |
Appearance | White solid |
Melting point | 103 °C (217 °F; 376 K) Decomposes at 133C[1] |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
|
Harmful |
GHS labelling: | |
Warning | |
H302, H315, H319, H335, H411, H412 | |
P261, P264, P270, P271, P273, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501 | |
Related compounds | |
Other anions
|
Tetrabutylammonium tribromide, Tetra-n-butylammonium fluoride, Tetrabutylammonium chloride, Tetra-n-butylammonium iodide, Tetrabutylammonium hydroxide |
Other cations
|
Tetramethylammonium bromide, Tetraethylammonium bromide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is ?)
Infobox references
|
In addition to being cheap, tetrabutylammonium bromide is also environmentally friendly, has a greater degree of selectivity, is operationally simple, non-corrosive, and can be recycled easily as well.[4]
Tetrabutylammonium bromide can be prepared by the alkylation of tributylamine with 1-bromobutane.[3]
Tetrabutylammonium bromide is used to prepare other salts of the tetrabutylammonium cation by salt metathesis reactions.[5]
It serves as a source of bromide ions for substitution reactions. It is a commonly used phase transfer catalyst. As its melting point is just over 100 °C and decreases in the presence of other reagents, it can be considered an ionic liquid.[3]
TBAB is being extensively studied as a thermodynamic promoter in the formation of semi-clathrate hydrates which greatly brings down the pressure - temperature requirement for forming gas hydrates.[citation needed]