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Merck

209198

Sigma-Aldrich

Copper(II) sulfate pentahydrate

ACS reagent, ≥98.0%

Sinónimos:

Cupric sulfate pentahydrate, Sulfuric acid, copper(II) salt (1:1) pentahydrate

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About This Item

Fórmula lineal:
CuSO4 · 5H2O
Número de CAS:
Peso molecular:
249.69
EC Number:
MDL number:
UNSPSC Code:
12352302
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

vapor pressure

7.3 mmHg ( 25 °C)

assay

≥98.0%
98.0-102.0% (ACS specification)

form

crystals

reaction suitability

reaction type: click chemistry
reagent type: catalyst
core: copper

pH

3.5-4.5 (20 °C, 50 g/L)

mp

110 °C (dec.) (lit.)

anion traces

chloride (Cl-): ≤0.001%

cation traces

Ca: ≤0.005%
Fe: ≤0.003%
K: ≤0.01%
Na: ≤0.02%
Ni: ≤0.005%

SMILES string

O.O.O.O.O.[Cu++].[O-]S([O-])(=O)=O

InChI

1S/Cu.H2O4S.5H2O/c;1-5(2,3)4;;;;;/h;(H2,1,2,3,4);5*1H2/q+2;;;;;;/p-2

InChI key

JZCCFEFSEZPSOG-UHFFFAOYSA-L

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General description

Copper(II) sulfate pentahydrate is a Lewis acid catalyst commonly used to promote acid-catalyzed organic transformations. It can also act as an effective redox catalyst in combination with other mixed oxidizing agents.

Application

Copper(II) sulfate pentahydrate can be used as a catalyst:      
  • In acetylation of alcohols and phenols in the presence of acetic anhydride.      
  • To synthesize various ynamides via intramolecular coupling of amides with alkynyl bromides.

It can also be used as a template in the synthesis of copper(II) ion-imprinted polymers using vinylpyridine and methacrylic acid as functional monomers. This polymer is used to quantify Cu2+ ion by using flame atomic absorption spectroscopy.

Features and Benefits

CuSO4.5H2O is an inexpensive, safe catalyst to be used in various organic transformations. It can also be recovered and reused in another reaction.

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Copper (II) Sulfate.
Hoffman RV, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2001)
Copper (II) sulfate pentahydrate (CuSO4. 5H2O): a green catalyst for solventless acetylation of alcohols and phenols with acetic anhydride.
Heravi MM, et al.
Journal of the Brazilian Chemical Society, 17(5), 1045-1047 (2006)
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Journal of combinatorial chemistry, 10(6), 981-985 (2008-10-17)
Azoamides, previously established as bioactive intracellular GSH-depleting agents, were decorated with a terminal alkyne moiety to 4 and then were transformed, by copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), into different ligand-arm functionalized azoamides 6. Azides 5 having ligand-arms amenable for binding to
Keith J Mickolajczyk et al.
Proceedings of the National Academy of Sciences of the United States of America, 117(31), 18459-18469 (2020-07-23)
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