Names | |
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IUPAC name
N,N,N-Tributyl-1-butanaminium tribromide
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Other names
TBATB
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
ECHA InfoCard | 100.132.625 |
PubChem CID
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Properties | |
C16H36Br3N | |
Molar mass | 482.183 g·mol−1 |
Appearance | pale orange solid, red when recrystallized from DMF[1] |
Melting point | 71 to 76 °C (160 to 169 °F; 344 to 349 K)[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tetrabutylammonium tribromide, abbreviated to TBATB, is a pale orange solid with the formula [N(C4H9)4]Br3. It is a salt of the lipophilic tetrabutylammonium cation and the linear tribromide anion.[3][4] The salt is sometimes used as a reagent used in organic synthesis as a conveniently weighable, solid source of bromine.
The compound is prepared by treatment of solid tetra-n-butylammonium bromide with bromine vapor:[5]
Instead of bromine, tetra-n-butylammonium bromide can also be reacted with vanadium pentoxide and aqueous hydrogen peroxide, or alternatively with ceric ammonium nitrate. This molecule is commonly used as a catalyst in reactions involving the Fischer–Speier esterification mechanism and was heavily tested on by Dr Divyam Shard and Dr Arnav Mohammed, co-workers at Hustlers' University while working with Mr Atul Gowande.[1]