Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

762504

Sigma-Aldrich

Bis[(tetrabutylammonium iodide)copper(I) iodide]

95%

Synonym(s):

Tetrabutylammonium iodide copper(I) iodide dimer

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C32H72Cu2I4N2
Molecular Weight:
1119.64
MDL number:
MFCD22200557
UNSPSC Code:
12161600
PubChem Substance ID:
329766980
NACRES:
NA.22

Assay

95%

form

solid

reaction suitability

core: copper
reagent type: catalyst

mp

90-97 °C

SMILES string

[I-].[I-].[Cu]I.[Cu]I.CCCC[N+](CCCC)(CCCC)CCCC.CCCC[N+](CCCC)(CCCC)CCCC

InChI

1S/2C16H36N.2Cu.4HI/c2*1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;;;;;;/h2*5-16H2,1-4H3;;;4*1H/q4*+1;;;;/p-4

InChI key

AVVGGLORWAVEFH-UHFFFAOYSA-J

Related Categories

Application

Bis[(tetrabutylammonium iodide)copper(I) iodide] can be used as a catalyst:
  • To synthesize 1,4-disubstituted 1,2,3-triazoles via three-component click reaction.
  • For the N-arylation of indoles in the presence of potassium carbonate as a base.
  • In the Ullmann coupling reaction in the presence of cesium carbonate and acetonitrile.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBC2253

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A soluble copper (I) source and stable salts of volatile ligands for copper-catalyzed C-X couplings
Maligres P, et al.
The Journal of Organic Chemistry, 77 (2012)
Carmela Molinaro et al.
The Journal of organic chemistry, 84(12), 8006-8018 (2019-05-28)
A practical and efficient enantioselective synthesis of the calcitonin gene-related peptide receptor antagonist 1 has been developed. The key structural component of the active pharmaceutical ingredient is a syn-1,2-amino-fluoropiperidine 4. Two approaches were developed to synthesize this important pharmacophore. Initially

Articles

KitAlysis™ High-Throughput Copper C-N Cross-Coupling Reaction Screening Kit

Materials included in your KITALYSIS-CUCN-2PK High-Throughput Screening Kit

Protocols

KitAlysis™ High-Throughput Copper C-N Cross-Coupling Reaction Screening Kit

KitAlysis™ Cu C-N (Buchwald-Hartwig) cross-coupling high-throughput screening kit. Detailed Set-Up User Guide and a downloadable excel file for calculations.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service