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326755

Sigma-Aldrich

Copper(II) acetate

greener alternative

98%

Synonyme(s) :

Cupric acetate

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76,10 €
100 G
176,00 €

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25 G
76,10 €
100 G
176,00 €

About This Item

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

76,10 €

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Devis pour commande en gros

Densité de vapeur

6.9 (vs air)

Niveau de qualité

200

Essai

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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Catégories apparentées

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[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]

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

Faites votre choix parmi les versions les plus récentes :

Certificats d'analyse (COA)

Lot/Batch Number
0000425998
0000425998
BCCM7903
0000407454
0000407455

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Copper(II) acetylacetonate ≥99.9% trace metals basis

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339199

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Ammonium nitrate ACS reagent, ≥98%

Sigma-Aldrich

221244

Ammonium nitrate

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)
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
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
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

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    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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