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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)

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

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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

Certificats d'analyse (COA)

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An efficient synthesis of novel isoxazole bearing pyrazole derivatives via [3+ 2] heteroannulation using cupric acetate
B Audichya, et al.
Journal of Heterocyclic Chemistry, 59, 341-350 (2022)
N-Arylation of ?-aminoesters with p-tolylboronic acid promoted by copper (II) acetate
PYS Lam, et al.
Tetrahedron Letters, 44, 1691-1694 (2003)
Heather A Michaels et al.
Chemistry, an Asian journal, 6(10), 2825-2834 (2011-09-29)
Polytriazole ligands such as the widely used tris[(1-benzyl-1H-1,2,3-triazol-4-yl)methyl]amine (TBTA), are shown to assist copper(II) acetate-mediated azide-alkyne cycloaddition (AAC) reactions that involve nonchelating azides. Tris(2-{4-[(dimethylamino)methyl]-1H-1,2,3-traizol-1-yl}ethyl)amine (DTEA) outperforms TBTA in a number of reactions. The satisfactory solubility of DTEA in a wide
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
Anitha M Thomas et al.
Journal of controlled release : official journal of the Controlled Release Society, 150(2), 212-219 (2010-11-26)
5-Fluorouracil (5-FU) is a small, very membrane permeable drug that is poorly retained within the aqueous compartment of liposomal nanoparticles (LNP). To address this problem a novel method relying on formation of a ternary complex comprising copper, low molecular weight
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