Tetrabutylammonium iodide

Name: Tetrabutylammonium iodide
Brand: ChemScene
Availability: InStock
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SDS

CAS No. 311-28-4
Cat. No. CS-W008605
Purity≥98%
MDL No.MFCD00011636

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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General Information

CAS No. 311-28-4
Cat. No. CS-W008605
Purity ≥98%
MDL No. MFCD00011636
Storage RT, sealed storage, away from moisture and light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₃₆IN
Molecular Weight 369.37
Synonym(s) Tetra-n-butylammonium (iodide); TBAI
SMILES CCCC[N+](CCCC)(CCCC)CCCC.[I-]

Description

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 -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.

Synthesis

Route1
- 542-69-8
- 102-82-9
- ~%
- In-stock
  
  311-28-4
References
- Journal of the American Chemical Society, , vol. 74, p. 509,512
Route2
- 19472-74-3
- 75-03-6
- ~%
- In-stock
  
  311-28-4
- 212626-86-3
References
- Nippon Suisan Kaisha, Ltd. Patent: EP1182200 A1, 2002 ; Location in patent: Example 165 ;
Route3
- In-stock
  
  1643-19-2
- ~%
- In-stock
  
  311-28-4
References
- Bulletin of the Chemical Society of Japan, , vol. 59, # 3 p. 833 - 838

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS05
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H318-H412
Precautionary Statements : P264-P270-P280-P301+P310-P302+P352-P305+P351+P338-P310-P330-P332+P313-P362+P364-P501

Quality Control

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SDS
COA

Computational Chemistry Data

TPSA 0
LogP 2.0076
H_Acceptors 0
H_Donors 0
Rotatable_Bonds 12

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Other Classifications

Bioactive Molecules Bioactive Small Molecules

Bioactive Molecules Dye and Bio-assay Reagents

Material Science Solar Cell Materials Dye Sensitized Solar Cell (DSSC) Materials

Life Science Biochemicals Detergents

General Reagents Ionic Liquids Quaternary Ammonium Salt Ionic Liquid

Material Science Organic Electrosynthesis Electrolytes Quaternary ammonium salt

Material Science Polymer/Macromolecule Reagents Polymerization Reagents Controlled Radical Polymerization Reagents

Chemical Synthesis Specialty Synthesis Ionic Liquids Ammonium Salts

Chemical Synthesis Synthetic Reagents C-C Bond Formation Cross-coupling Reaction using Transition Metal Catalysts

Chemical Synthesis Synthetic Reagents Phase Transfer Catalysts Ammonium Salts

Catalysis Cross-coupling Reaction using Transition Metal Catalysts Bases and Additives

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Tetrabutylammonium iodide

CAS No. 311-28-4

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