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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
Pricing and availability is not currently available.

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000366283
0000366283
0000321931
0000321929
0000299550

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Kevin M Gillespie et al.
The Journal of organic chemistry, 67(10), 3450-3458 (2002-05-11)
Racemic 2,2'-diamino-6,6'-dimethylbiphenyl is resolved using simulated moving bed chromatography, and the absolute configuration of the enantiomers is confirmed via the X-ray crystal structure of a derivative. The diamine is condensed with a range of aldehydes to give bidentate aldimine proligands
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
Bethell, D.; Jenkins, I. L.; Quan, P. M.
J. Chem. Soc. Perkin Trans. II, 1789-1789 (1985)
Le Bras, J.; Muzart, J.
Tetrahedron Letters, 43, 431-431 (2002)
Moore, J. A.; Partain, E. M.
The Journal of Organic Chemistry, 48, 1105-1105 (1983)
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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