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762504

Sigma-Aldrich

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

95%

Synonym(s):

Tetrabutylammonium iodide copper(I) iodide dimer

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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

762504-VAR:
762504-BULK:
762504-5G:4548173362670
762504-1G:4548173362663

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Certificates of Analysis (COA)

Lot/Batch Number
SHBC2253

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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

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