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Key Documents

209198

Sigma-Aldrich

Copper(II) sulfate pentahydrate

ACS reagent, ≥98.0%

Synonym(s):

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

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About This Item

Linear Formula:
CuSO4 · 5H2O
CAS Number:
Molecular Weight:
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.

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Xuan Ming et al.
Cell research, 30(11), 980-996 (2020-06-26)
Mitotic inheritance of the DNA methylome is a challenging task for the maintenance of cell identity. Whether DNA methylation pattern in different genomic contexts can all be faithfully maintained is an open question. A replication-coupled DNA methylation maintenance model was
Wei Zhao et al.
Dalton transactions (Cambridge, England : 2003), (8)(8), 1509-1517 (2005-04-13)
Three novel metal-organic frameworks (MOFs), [Cu(1)SO4].H2O (4), [Cu2(2)2(SO4)2].4H2O (5) and [Cu(3)(H2O)]SO4.5.5H2O (6), were obtained by hydrothermal reactions of CuSO4.5H2O with the corresponding ligands, which have different flexibility. The structures of the synthesized complexes were determined by single-crystal X-ray diffraction analyses.
Damijana Urankar et al.
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

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