Cookies disclaimer

I agree Our site saves small pieces of text information (cookies) on your device in order to deliver better content and for statistical purposes. You can disable the usage of cookies by changing the settings of your browser. By browsing our website without changing the browser settings you grant us permission to store that information on your device.

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

B20253 Copper(II) trifluoromethanesulfonate, 98%

CAS Number
34946-82-2
Synonyms
Copper(II) triflate
Trifluoromethanesulfonic acid copper(II) salt

Size Price ($) Quantity Availability
5g 67.30
25g 211.00
100g 682.00
Add to Cart Add to Quote Request View Item

Copper(II) trifluoromethanesulfonate, 98%

MDL
MFCD00077492
EINECS
252-300-8

Chemical Properties

Formula
Cu(CF3SO3)2
Formula Weight
361.68
Melting point
dec.
Sensitivity
Hygroscopic
Solubility
Soluble in water.

Applications

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.

Notes

Hygroscopic. Incompatible with strong oxidizing agents.

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: H314-H318

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

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

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.

Other References

Beilstein
4028198
Hazard Class
8
Packing Group
III
Harmonized Tariff Code
2904.99
TSCA
No

Recommended

Recently Viewed

Chemicals

Life Science

Metals & Materials

Catalysts

Analytical & Labware