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Sigma-Aldrich

Copper(II) acetate

greener alternative

98%

Sinónimos:

Cupric acetate

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About This Item

Fórmula lineal:
Cu(CO2CH3)2
Número de CAS:
142-71-2
Peso molecular:
181.63
Beilstein/REAXYS Number:
3595638
EC Number:
205-553-3
MDL number:
MFCD00008690
UNSPSC Code:
12352302
PubChem Substance ID:
24859620
NACRES:
NA.22
assay:
98%
form:
powder or crystals
En este momento no podemos mostrarle ni los precios ni la disponibilidad

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[1]

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[1]
  • In the the synthesis of substituted isoxazole derivatives[2]

signalword

Danger

Hazard Classifications

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

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

does not flash

flash_point_c

does not flash

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
BCCM7903
0000407454
0000407455
0000398136
0000398147

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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)
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
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
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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Questions

1–2 of 2 Questions  

  1. 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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  2. 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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