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34946-82-2 - Copper(II) trifluoromethanesulfonate, 98% - Copper(II) triflate - Trifluoromethanesulfonic acid copper(II) salt - B20253 - Alfa Aesar

B20253 Copper(II) trifluoromethanesulfonate, 98%

CAS-Nummer
34946-82-2
Synonyme
Copper(II) triflate
Trifluoromethanesulfonic acid copper(II) salt

Größe Preis ($) Menge Verfügbarkeit
5g 67,30
25g 211,00
100g 682,00
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Copper(II) trifluoromethanesulfonate, 98%

MDL
MFCD00077492
EINECS
252-300-8

Chemische Eigenschaften

Formel
Cu(CF3SO3)2
Molmasse
361.68
Schmelzpunkt
dec.
Sensitivität
Hygroscopic
Löslichkeit
Soluble in water.

Anwendungen

Copper(II) trifluoromethanesulfonate acts as a catalyst in Diels-Alder reaction and cyclopropanation reactions. It is also used as a reagent for oligosaccharide synthesis. It acts as a Lewis acid. It is also employed in the dimerization of ketone enolates and tetramethylsilane enol ethers. It is used to prepare cis vinylic sulfones and oxazoles from alkynyl sulfones and ketones respectively. Further, it plays an important role for cyclization of dienolates. In addition to this, it is useful for dehydration of alcohols.

Bemerkungen

Hygroscopic. Incompatible with strong oxidizing agents.

Literaturverweise

Mild Lewis acid:

Used catalytically, promotes dehydration of alcohols and diols to alkenes at ambient temperatures: Helv. Chim. Acta, 70, 607 (1987).

Widely used to generate carbenoid species from ɑ-diazo esters and ketones, via in situ reduction to the Cu(I) species: J. Am. Chem. Soc., 95, 3300 (1973). Preferred reagent for intramolecular cyclization of various diazo ketones: J. Org. Chem., 49, 11496 (1984). Also promotes the reaction between diazo esters and imines to give aziridines: J. Chem. Soc., Chem. Commun., 1 (1995).

Catalyzes syn-selective aldol condensation of (Z)-silyl enol ethers with aldehydes: Chem. Lett., 959 (1997).

Friedel-Crafts alkylation and acylation reactions of aromatics are also catalyzed: Tetrahedron, 57, 241 (2001).

For a brief feature on uses of the reagent in synthesis, see: Synlett, 1044 (2005).

Balaso, G. J.; Ashish, A. V.; Shriniwas, D. S. Copper(II)triflate Promoted Highly Chemoselective Rearrangement of Chalcone Epoxides to beta-keto Aldehydes. Lett. Org. Chem. 2015, 12 (1), 55-61.

Jha, M.; Shelke, G. M.; Pericherla, K.; Kumar, A. Microwave assisted copper triflate-catalyzed rapid hydration of aryl acetylenes. Tetrahedron Lett. 2014, 55 (34), 4814-4816.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Sicherheitshinweise: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a

Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Weitere Referenzen

Beilstein
4028198
Gefahrenklasse
8
Verpackungsgruppe
III
Harmonized Tariff Code
2904.99
TSCA
No

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