Tetrabutylammonium tribromide

"TBATB" redirects here. For the band, see The Builders and the Butchers.
Tetrabutylammonium tribromide
Names
IUPAC name
N,N,N-Tributyl-1-butanaminium tribromide
Other names
TBATB
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.132.625 Edit this at Wikidata
  • InChI=1S/C16H36N.Br3/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-3-2/h5-16H2,1-4H3;/q+1;-1 checkY
    Key: XXSLZJZUSYNITM-UHFFFAOYSA-N checkY
  • InChI=1S/C16H36N.Br3/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-3-2/h5-16H2,1-4H3;/q+1;-1
  • InChI=1S/C16H36N.Br3/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-3-2/h5-16H2,1-4H3;/q+1;-1
    Key: XXSLZJZUSYNITM-UHFFFAOYSA-N
  • Br[Br-]Br.CCCC[N+](CCCC)(CCCC)CCCC
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).
☒N verify (what is checkY☒N ?)

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.

  1. ^ Cite error: The named reference e-EROS was invoked but never defined (see the help page).
  2. ^ Tetrabutylammonium tribromide at Sigma-Aldrich
  3. ^ Igor D. Gorokh; Sergey A. Adonin; Maxim N. Sokolov; Pavel A. Abramov; Ilya V. Korolkov; Evgeniy Yu. Semitut; Vladimir P. Fedin (2018). "Polybromide salts of tetraalkyl and N-heterocyclic cations: New entries into the structural library". Inorg. Chim. Acta. 469: 583–587. doi:10.1016/j.ica.2017.10.008.
  4. ^ "JEPGUG01: tetra-n-butylammonium tribromide". Cambridge Structural Database: Access Structures. Cambridge Crystallographic Data Centre. 2017. doi:10.5517/ccdc.csd.cc1ntw2f.