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326755

Sigma-Aldrich

Copper(II) acetate

greener alternative

98%

Synonym(s):

Cupric acetate

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About This Item

Linear Formula:
Cu(CO2CH3)2
CAS Number:
142-71-2
Molecular Weight:
181.63
Beilstein:
3595638
EC Number:
205-553-3
MDL number:
MFCD00008690
UNSPSC Code:
12352302
PubChem Substance ID:
24859620
NACRES:
NA.22

vapor density

6.9 (vs air)

Quality Level

200

Assay

98%

form

powder or crystals

reaction suitability

reaction type: click chemistry

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

greener alternative category

, 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

InChI key

OPQARKPSCNTWTJ-UHFFFAOYSA-L

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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.

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

Signal Word

Danger

Hazard Statements

H302,H314,H410

Hazard Classifications

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

Storage Class Code

8B - Non-combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

does not flash

Flash Point(C)

does not flash

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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N-Arylation of ?-aminoesters with p-tolylboronic acid promoted by copper (II) acetate
PYS Lam, et al.
Tetrahedron Letters, 44, 1691-1694 (2003)
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)
Celly M S Izumi et al.
The journal of physical chemistry. B, 109(47), 22131-22140 (2006-07-21)
This work emphasizes the important role of the synthetic parameters in the structure of the polymeric material obtained in the aniline polymerization. The polymers formed by the oxidative polymerization of aniline by copper(II) ions in acidic aqueous solution, acetonitrile/water medium
Qun Zhang et al.
Organic & biomolecular chemistry, 10(14), 2847-2854 (2012-03-06)
A highly efficient copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) of 6-substituted tetrazolo[1,5-a]pyridines was developed for the preparation of 1-(pyridin-2-yl)-1,2,3-triazoles by simply using copper(I) acetate as a catalyst. The in situ formed HOAc played important dual roles and an activation of 2-azidopyridine-copper(I) complex
Sodeh Sadjadi et al.
Ultrasonics sonochemistry, 18(2), 480-483 (2010-09-02)
A new, convenient method for the syntheses of 2-arylbenzothiazoles is described in the presence of catalytic amounts of Cu(OAc)(2)/MCM-41 under ultrasonic irradiation. Short reaction times, easy and quick isolation of the products, reusability of the catalyst and excellent yields are
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