Tetrabutylammonium

Tetrabutylammonium

Names
Preferred IUPAC name N,N,N-Tributylbutan-1-aminium
Other names Tetrabutylammonium Tetrabutylazanium
Identifiers
CAS Number	10549-76-5 Y
3D model ( JSmol )	Interactive image
ChEBI	CHEBI:45825
ChEMBL	ChEMBL1236196
ChemSpider	15220
DrugBank	DB01851
PubChem CID	16028
UNII	CBU2X6BBJR
CompTox Dashboard (EPA)	DTXSID3045011
InChI InChI=1S/C16H36N/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4/h5-16H2,1-4H3/q+1 Y Key: DZLFLBLQUQXARW-UHFFFAOYSA-N
SMILES CCCC[N+](CCCC)(CCCC)CCCC
Properties
Chemical formula	C16H36N+
Molar mass	242.470 g·mol−1
Related compounds
Related compounds	tetrabutylammonium fluoride tetrabutylammonium bromide tetrabutylammonium hydroxide tetrabutylammonium hydroxide tetrabutylammonium hexafluorophosphate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tetrabutylammonium is a

Derivatives

Some tetrabutylammonium salts of simple anions include:

• desilylation
  reagent.
• tetrabutylammonium bromide, a precursor to other tetrabutylammonium salts via salt metathesis reactions.
• tetrabutylammonium iodide, a low cost catalyst.^[1]
• tetrabutylammonium triiodide, a common carrier of the triiodide anion used in chemical synthesis.
• tetrabutylammonium hydroxide, a precursor to other tetrabutylammonium salts via acid-base reactions.
• tetrabutylammonium hexafluorophosphate, an electrolyte for nonaqueous electrochemistry.

Some tetrabutylammonium salts of more complex examples include:

• polyoxometalates.^[2]
• NS⁻
  ₄.^[3]
• metal carbonyl anions.^[4]
• Synthetic
  iron-sulfur clusters such as [Fe₄S₄(SPh)₄]^2−[5]
• Octachlorodirhenate ([Re₂Cl₈]²⁻).^[6]

See also

• N-Butyllithium

References