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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%

Codice CAS
34946-82-2
Sinonimi
Copper(II) triflate
Trifluoromethanesulfonic acid copper(II) salt

Dimensioni Prezzo ($) Quantità Disponibilità
5g 59,94
25g 174,40
100g 556,80
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Copper(II) trifluoromethanesulfonate, 98%

MDL
MFCD00077492
EINECS
252-300-8

Proprietà chimiche

Formula
Cu(CF3SO3)2
Peso formula
361.68
Punto di fusione
dec.
Sensibilità
Hygroscopic
Solubilità
Soluble in water.

Applicazioni

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.

Note

Hygroscopic. Incompatible with strong oxidizing agents.

Letteratura

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.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H314-H318

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

Dichiarazioni precauzionali: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. 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. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
4028198
Classe di rischio
8
Gruppo di imballaggio
III
Codice tariffe armonizzato
2904.90
TSCA
No

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