Tetrabutylammonium iodide

ALDRICH/140775 - reagent grade, 98%

Synonym: TBAI

CAS Number: 311-28-4
Empirical Formula (Hill Notation): C₁₆H₃₆IN
Molecular Weight: 369.37
EC Number: 206-220-5
MDL Number: MFCD00011636
Linear Formula: (CH₃CH₂CH₂CH₂)₄N(I)
Product Type: Chemical

Catalog Number	PKG Qty.	Price	Quantity


45-140775-25G	25 g	$32.00 1/EAAdd To Favorites		Add To Favorites
45-140775-100G	100 g	$89.80 1/EAAdd To Favorites		Add To Favorites
45-140775-500G	500 g	$227.00 1/EAAdd To Favorites		Add To Favorites

assay	98%
form	solid
grade	reagent grade
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
InChI key	DPKBAXPHAYBPRL-UHFFFAOYSA-M
mp	141-143 °C (lit.)
Quality Level	200
SMILES string	[I-].CCCC[N+](CCCC)(CCCC)CCCC

Application:	Tetrabutylammonium iodide (TBAI) has been used as a catalyst in the following reactions: • Synthesis of O-benzyl-N-Boc-L-tyrosine benzyl ester from N-Boc-L-tyrosine. • Conversion of 8-fluoro-1-aminonaphthalene into 1-(8-fluoro-naphthalen-1-yl)piperazine hydrochloride. • Synthesis of 1-(2,4-dichlorophenyl)-5-(4-(4-iodobut-1-ynyl)phenyl)-4-methyl-N-(piperidin-1-yl)-1H-pyrazole-3-carboxamide from 4-(4-(1-(2,4-dichlorophenyl)-4-methyl-3-(piperidin-1-ylcarbamoyl)-1H-pyrazol-5-yl)phenyl)but-3-yn-1-yl methanesulfonate. Other reactions where TBAI can be used as a catalyst: • TBAI-tert-butyl hydroperoxide system can catalyze the conversion of α-methyl styrene derivatives into allylic sulfones by reacting with sulfonylhydrazides under metal-free conditions. • Palladium(0)-catalyzed cross-coupling between benzylic zinc bromides and aryl or alkenyl triflates. • Three-component coupling of amines, carbon dioxide, and halides to form carbamates in the presence of cesium carbonate.
Packaging:	100 g in poly bottle
Packaging:	25 g in glass bottle
Packaging:	500 g in glass bottle

Symbol	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P301 + P312 + P330
Hazard Codes	Xn
Risk Statements	22-36/37/38
Safety Statements	26-36
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable