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677892

Sigma-Aldrich

Tetrakis(acetonitrile)copper(I) tetrafluoroborate

greener alternative

97%

Synonym(s):

Cu(MeCN)4BF4, Copper(I) tetra(acetonitrile) tetrafluoroborate, Tetra(acetonitrile)copper(1+) tetrafluoroborate

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About This Item

Empirical Formula (Hill Notation):
C8H12BCuF4N4
CAS Number:
15418-29-8
Molecular Weight:
314.56
MDL number:
MFCD09265110
UNSPSC Code:
12161600
PubChem Substance ID:
24885403
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

core: copper
reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

Aligned,

SMILES string

[Cu+].CC#N.CC#N.CC#N.CC#N.F[B-](F)(F)F

InChI

1S/4C2H3N.BF4.Cu/c4*1-2-3;2-1(3,4)5;/h4*1H3;;/q;;;;-1;+1

InChI key

YZGSKMIIVMCEFE-UHFFFAOYSA-N

General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

Catalyst for greener oxidation of alcohols under aerobic conditions.

Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air
Catalyst in Diels-Alder and Ullmann reactions, intramolecular aromatic annulations, ring expansions in steroids, asymmetric aziridination of alkenes, substitution of allylic halides and mesylates, the Kharasch-Sosnovsky reaction.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kerry E Murphy et al.
Organic letters, 7(7), 1255-1258 (2005-03-25)
[reaction: see text] Peptide-based chiral ligands, readily prepared from commercially available materials, are used to promote Cu-catalyzed asymmetric allylic alkylations of alpha,beta-unsaturated esters bearing a gamma-phosphate with various alkylzinc reagents. These transformations lead to the formation of alpha,alpha'-dialkyl-beta,gamma-unsaturated esters in
Paryzek, Z.; Martynow, J.
Journal of the Chemical Society. Perkin Transactions 1, 599-599 (1990)
Bethell, D.; Jenkins, I. L.; Quan, P. M.
J. Chem. Soc. Perkin Trans. II, 1789-1789 (1985)
Moore, J. A.; Partain, E. M.
The Journal of Organic Chemistry, 48, 1105-1105 (1983)
Tobias Schneider et al.
Scientific reports, 9(1), 19991-19991 (2019-12-29)
Ubiquitylation is an eminent posttranslational modification referring to the covalent attachment of single ubiquitin molecules or polyubiquitin chains to a target protein dictating the fate of such labeled polypeptide chains. Here, we have biochemically produced artificially Lys11-, and Lys27-, and
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