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326755

Sigma-Aldrich

Copper(II) acetate

greener alternative

98%

Synonyme(s) :

Cupric acetate

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About This Item

Formule linéaire :
Cu(CO2CH3)2
Numéro CAS:
142-71-2
Poids moléculaire :
181.63
Numéro Beilstein :
3595638
Numéro CE :
205-553-3
Numéro MDL:
MFCD00008690
Code UNSPSC :
12352302
ID de substance PubChem :
24859620
Nomenclature NACRES :
NA.22

Densité de vapeur

6.9 (vs air)

Niveau de qualité

200

Pureté

98%

Forme

powder or crystals

Capacité de réaction

reaction type: click chemistry

Caractéristiques du produit alternatif plus écologique

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Autre catégorie plus écologique

, Aligned

Chaîne SMILES 

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

Clé InChI

OPQARKPSCNTWTJ-UHFFFAOYSA-L

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Description générale

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

Application

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

Pictogrammes

CorrosionExclamation markEnvironment
GHS05,GHS07,GHS09

Mention d'avertissement

Danger

Mentions de danger

H302,H314,H410

Classification des risques

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

Code de la classe de stockage

8B - Non-combustible corrosive hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

does not flash

Point d'éclair (°C)

does not flash

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
BCBR4626V
BCCH0111
BCCF1682
0000087035
BCCC2180

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Copper(II) acetylacetonate ≥99.9% trace metals basis

Sigma-Aldrich

514365

Copper(II) acetylacetonate

Ammonium nitrate ACS reagent, ≥98%

Sigma-Aldrich

221244

Ammonium nitrate

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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