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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
 $31.00
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45-140775-100G 100 g
 $87.10
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45-140775-500G 500 g
 $220.00
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: 140775-100G

 

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  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
Purity 98%
mp 141-143 °C (lit.)
UNSPSC 12352107

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