Tetrabutylammonium tribromide

Tetrabutylammonium tribromide

Names
IUPAC name N,N,N-Tributyl-1-butanaminium tribromide
Identifiers
CAS Number	38932-80-8
ChemSpider	2005880
Jmol interactive 3D	Image
PubChem	2723680
InChI 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 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
SMILES Br[Br-]Br.CCCC[N+](CCCC)(CCCC)CCCC
Properties
Chemical formula	C16H36Br3N
Molar mass	482.18 g·mol^−1
Appearance	pale orange solid
Melting point	71 to 76 °C (160 to 169 °F; 344 to 349 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Tetrabutylammonium tribromide 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. 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 tetrabutylammonium bromide with bromine vapor:^[2]

[N(C₄H₉)₄]Br + Br₂ → [N(C₄H₉)₄]Br₃

References

1. Tetrabutylammonium tribromide at Sigma-Aldrich
2. Alexander I. Popov, Robert E. Buckles "Typical Polyhalogen Complex Salts" Inorganic Syntheses, 1957, volume 5, pp. 176–178. doi:10.1002/9780470132364.ch47