266086

Sigma-Aldrich

Copper

powder, <425 μm, 99.5% trace metals basis

Empirical Formula (Hill Notation):
Cu
Número de CAS:
Peso molecular:
63.55
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99.5% trace metals basis

form

powder

reaction suitability

core: copper
reagent type: catalyst

resistivity

1.673 μΩ-cm, 20°C

particle size

<425 μm

bp

2567 °C (lit.)

mp

1083.4 °C (lit.)

density

8.94 g/mL at 25 °C (lit.)

SMILES string

[Cu]

InChI

1S/Cu

InChI key

RYGMFSIKBFXOCR-UHFFFAOYSA-N

Packaging

2 kg in glass bottle
25, 500 g in glass bottle

Application

Catalyst for the cyclization and coupling reactions; e.g. Ullmann coupling reactions, preparation of cyclopropanes, decomposition of diazoketones or diazoesters, insertion to C-O bonds, [3 + 2] cycloaddition of terminal alkynes and azides, hydrogenation.

pictograms

FlameEnvironment

signalword

Danger

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

UN3089 - class 4.1 - PG 2 - EHS - Metal powders, flammable, n.o.s., Hi:A,S

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Daniel L Priebbenow et al.
Organic letters, 15(24), 6155-6157 (2013-11-28)
A method has been developed for the preparation of N-alkynylated sulfoximines involving the copper-catalyzed decarboxylative coupling of sulfoximines with aryl propiolic acids. A range of substituents on both the sulfoximidoyl moiety and the aryl group of the propiolic acid were...
Hiroshi Sato et al.
Science (New York, N.Y.), 343(6167), 167-170 (2013-12-18)
Carbon monoxide (CO) produced in many large-scale industrial oxidation processes is difficult to separate from nitrogen (N2), and afterward, CO is further oxidized to carbon dioxide. Here, we report a soft nanoporous crystalline material that selectively adsorbs CO with adaptable...
Seonah Kim et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(1), 149-154 (2013-12-18)
Lytic polysaccharide monooxygenases (LPMOs) exhibit a mononuclear copper-containing active site and use dioxygen and a reducing agent to oxidatively cleave glycosidic linkages in polysaccharides. LPMOs represent a unique paradigm in carbohydrate turnover and exhibit synergy with hydrolytic enzymes in biomass...
Huawen Huang et al.
Organic letters, 15(24), 6254-6257 (2013-11-23)
A rapid and environmentally friendly conversion of pyridine to imidazo[1,2-a]pyridines has been developed via copper-catalyzed aerobic dehydrogenative cyclization with ketone oxime esters.
Seiko Ishida et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(48), 19507-19512 (2013-11-13)
Copper is an essential trace element, the imbalances of which are associated with various pathological conditions, including cancer, albeit via largely undefined molecular and cellular mechanisms. Here we provide evidence that levels of bioavailable copper modulate tumor growth. Chronic exposure...

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