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326755

Sigma-Aldrich

Copper(II) acetate

greener alternative

98%

Sinonimo/i:

Cupric acetate

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CHF 73.10
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CHF 170.00

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25 G
CHF 73.10
100 G
CHF 170.00

About This Item

Formula condensata:
Cu(CO2CH3)2
Numero CAS:
142-71-2
Peso molecolare:
181.63
Beilstein:
3595638
Numero CE:
205-553-3
Numero MDL:
MFCD00008690
Codice UNSPSC:
12352302
ID PubChem:
24859620
NACRES:
NA.22

CHF 73.10

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Densità del vapore

6.9 (vs air)

Livello qualitativo

200

Saggio

98%

Stato

powder or crystals

Impiego in reazioni chimiche

reaction type: click chemistry

Caratteristiche più verdi

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Categoria alternativa più verde

, Aligned

Stringa SMILE

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
OPQARKPSCNTWTJ-UHFFFAOYSA-L

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Descrizione generale

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]

Applicazioni

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]

Avvertenze

Danger

Indicazioni di pericolo

H302,H314,H410

Classi di pericolo

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

Codice della classe di stoccaggio

8B - Non-combustible corrosive hazardous materials

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

does not flash

Punto d’infiammabilità (°C)

does not flash

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
0000425998
0000425998
BCCM7903
0000407454
0000407455

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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

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
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
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
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  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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