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326755

Sigma-Aldrich

Kupfer(II)-acetat

greener alternative

98%

Synonym(e):

Cupric acetate

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About This Item

Lineare Formel:
Cu(CO2CH3)2
CAS-Nummer:
142-71-2
Molekulargewicht:
181.63
Beilstein:
3595638
EG-Nummer:
205-553-3
MDL-Nummer:
MFCD00008690
UNSPSC-Code:
12352302
PubChem Substanz-ID:
24859620
NACRES:
NA.22

Dampfdichte

6.9 (vs air)

Qualitätsniveau

200

Assay

98%

Form

powder or crystals

Eignung der Reaktion

reaction type: click chemistry

Grünere Alternativprodukt-Eigenschaften

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Grünere Alternativprodukt-Kategorie

, Aligned

SMILES String

CC(=O)O[Cu]OC(C)=O

InChI

1S/2C2H4O2.Cu/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2

InChIKey

OPQARKPSCNTWTJ-UHFFFAOYSA-L

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Allgemeine Beschreibung

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.

Copper(II) acetate also known as cupric acetate, can be used as a catalyst in various processes in the field of greener chemistry. It is particularly useful in cross-coupling reactions, where it can promote the formation of carbon-carbon or carbon-heteroatom bonds, without the need for hazardous reagents or solvents

Anwendung

Catalyst for greener amine synthesis by reductive amination with hydrogen gas.

Copper-catalyzed reductive amination of aromatic and aliphatic ketones with anilines using environmental-friendly molecular hydrogen

Copper(II) acetate is used as a catalyst:
  • In the N-arylation of α-amino esters with p-tolylboronic acid to synthesize biaryls via cross-coupling reactions
  • In the the synthesis of substituted isoxazole derivatives

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B

Lagerklassenschlüssel

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flammpunkt (°F)

does not flash

Flammpunkt (°C)

does not flash

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
BCBR4626V
BCCH0111
BCCF1682
0000087035
BCCC2180

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Kupfer(II)-acetylacetonat ≥99.9% trace metals basis

Sigma-Aldrich

514365

Kupfer(II)-acetylacetonat

Ammoniumnitrat ACS reagent, ≥98%

Sigma-Aldrich

221244

Ammoniumnitrat

Cinthia da S Lisboa et al.
The Journal of organic chemistry, 76(13), 5264-5273 (2011-05-25)
The oxidative addition of anilines (2) with 1,4-naphthoquinone (3) to give N-aryl-2-amino-1,4-naphthoquinones (1) was found to be catalyzed by copper(II) acetate. In the absence of the catalyst, the reactions are slower and give lower yields with the formation of many
Hanmei Zheng et al.
The Journal of organic chemistry, 74(2), 943-945 (2008-12-11)
A novel copper-catalyzed protocol for the synthesis of carbinol derivatives has been developed. In the presence of copper(II) acetate and dppf, carbinol derivatives were prepared by the addition of arylboronic acids to aromatic aldehydes in good to excellent yields. Moreover
Catherine Bronner et al.
Inorganic chemistry, 49(19), 8659-8661 (2010-09-02)
Reaction of a heteroleptic cyclometalated iridium complex incorporating a carboxylic acid appended dipyrrin with copper acetate leads to the formation of a hexanuclear species with the paddlewheel structure.
Jaesook Yun et al.
Chemical communications (Cambridge, England), (41)(41), 5181-5183 (2005-10-18)
A new, air stable and well-defined carbene-copper(II) complex has been prepared, which is an efficient precatalyst for the 1,2- and 1,4-reduction of carbonyl compounds under hydrosilylation conditions.
Liang Li et al.
Organic letters, 14(13), 3506-3509 (2012-06-26)
New strategies for the oxidative cycloaddition of enones with enamines are developed. These cycloaddition reactions directly afford substituted aromatic amines, which are important in organic chemistry, in moderate to good yield. Cu(OAc)(2)/TFA is shown to be essential to achieve high
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