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Merck
CN

946524

Copper(II) acetate

≥99.5%, purum

Synonym(s):

(Cu(OAc)2), Acetic acid cupric salt, Copper diacetate, Crystallized verdigris, Crystals of Venus, Cu(CO2CH3)2, Cupric acetate

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About This Item

Linear Formula:
Cu(CO2CH3)2
CAS Number:
Molecular Weight:
181.63
UNSPSC Code:
12352324
Beilstein/REAXYS Number:
3595638
MDL number:
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vapor density

6.9 (vs air)

Quality Level

grade

purum

assay

≥99.5%

form

powder or crystals

reaction suitability

reagent type: catalyst
core: copper
reaction type: Mannich Reaction, reagent type: catalyst
core: copper
reaction type: click chemistry

color

blue to blue-green

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

General description

Copper(II) acetate also known as cupric acetate, can be used as a catalyst and as a Cu precursor in chemical synthesis. 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. Commonly used in CuAAC ′click′ chemistry as a copper source.

Application

Copper(II) acetate has been used in:
  • The synthesis of heterocyclic sulfonium triflates by Cu-catalyzed S-arylation with aryl(mesityl)iodonium salts
  • The copper-catalyzed N-formylation of amines with CO2 in the presence of silanes
  • The ssymmetric synthesis of trisubstituted vicinal Diols by copper(I)-catalyzed diastereoselective and enantioselective allylation of ketones
  • The copper(II)-catalyzed enantioselective decarboxylative Mannich reaction coordinated by supramolecular organic amine cages
  • The B/Cu catalyzed asymmetric Mannich reaction between β,γ-Alkynyl-α-ketimino esters and ortho-hydroxy aryl ketones
  • The Cu(II)-Catalyzed hydrofunctionalization of unactivated alkynes via π-lewis acid activation

Features and Benefits

This high quality copper(II) acetate is tested to be extremely low in iron, potassium and aluminium impurities. It is suitable for use in further copper mediated synthesis and catalysis, especially in copper mediated azide-alkyne cycloaddition click chemistry (CuAAC).


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Danger

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

flash_point_f

does not flash

flash_point_c

does not flash

Regulatory Information

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Global Trade Item Number

SKUGTIN
946524-100G04065273970531