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208825

Sigma-Aldrich

Copper(I) oxide

powder, ≤7 μm, 97%

Synonym(s):

Cuprous oxide

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About This Item

Linear Formula:
Cu2O
CAS Number:
1317-39-1
Molecular Weight:
143.09
EC Number:
215-270-7
MDL number:
MFCD00010974
UNSPSC Code:
12352302
PubChem Substance ID:
329752047
NACRES:
NA.55

Quality Level

200

Assay

97%

form

powder

contains

stabilizer

particle size

≤7 μm

density

6 g/mL at 25 °C (lit.)

SMILES string

[Cu]O[Cu]

InChI

1S/2Cu.O

InChI key

BERDEBHAJNAUOM-UHFFFAOYSA-N

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General description

Copper(I)oxide is a weak base that can be used in nucleophilic substitution, decarboxylation, cyclocondensation, and 1,1-addition reactions. It can also be used to form carbenoid intermediates from diazo compounds and radicals from arenediazonium salts.

Application

Copper(I) oxide can be used as a catalyst to synthesize:
  • Ynones via solvent-free Sonogashira reaction.
  • N-Heteroaryl derivatives via cross-coupling of nitrogen heterocycles with halopyridines.

Signal Word

Danger

Hazard Statements

H302 + H332,H318,H410

Hazard Classifications

Acute Tox. 4 Inhalation - 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 (I) Oxide
Tuckmantel W
e-EROS Encyclopedia of Reagents for Organic Synthesis (2001)
Ligand-free Cu2O-catalyzed cross coupling of nitrogen heterocycles with iodopyridines
Teo Y, et al.
Tetrahedron, 69, 7279-7284 (2013)
A highly efficient nano-sized Cu2O/SiO2 egg-shell catalyst for C?C coupling reactions
Kim S, et al.
Royal Society of Chemistry Advances, 8, 6200-6205 (2018)
Dmytro S Kozak et al.
Scientific reports, 6, 21178-21178 (2016-02-18)
Electrolytic processes are widely used to synthesize different nanomaterials and it does not depend on what kind of the method has been applied (wet-chemistry, sonochemistry, plasma chemistry, electrolysis and so on). Generally, the reactions in the electrolyte are considered to
Copper (I) Oxide-Mediated Cyclization of o-Haloaryl N-Tosylhydrazones: Efficient Synthesis of Indazoles.
Tang M, et al.
Advanced Synthesis & Catalysis (2016)
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