Tetra-n-butylammonium iodide

Tetra-n-butylammonium iodide
Names
	Preferred IUPAC name N,N,N-Tributylbutan-1-aminium iodide
	Other names TBAI
Identifiers
CAS Number	311-28-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	60875 ;
ECHA InfoCard	100.005.656
EC Number	206-220-5;
PubChem CID	329769349;
CompTox Dashboard (EPA)	DTXSID30878092 ;
	InChI InChI=1S/C16H36N.HI/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1 Key: DPKBAXPHAYBPRL-UHFFFAOYSA-M ; InChI=1S/C16H36N.HI/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1;
	SMILES [I-].CCCC[N+](CCCC)(CCCC)CCCC;
Properties
Chemical formula	C16H36IN
Molar mass	369.3716 g/mol
Appearance	White powder
Melting point	147 °C (297 °F; 420 K)
Hazards
	Occupational safety and health (OHS/OSH):
Main hazards	Harmful
Related compounds
Other anions	Tetrabutylammonium bromide, Tetrabutylammonium chloride, Tetrabutylammonium fluoride, Tetrabutylammonium hydroxide
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Tetra-n-butylammonium iodide (TBAI) is a quaternary ammonium salt with an iodide counterion. It is used for synthesizing tetra-n-butylammonium triiodide by mixing with iodine. TBAI is also commonly used as a catalyst for the protection of alcohols as benzyl ethers with benzyl bromide.