Copper(II) triflate
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Names | |
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IUPAC name Copper(II) trifluoromethanesulfonate | |
Other names Copper(II) triflate | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.047.531 |
PubChem CID | |
CompTox Dashboard (EPA) | |
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Properties | |
C2CuF6O6S2 | |
Molar mass | 361.67 g·mol−1 |
Appearance | white to pale blue powder |
very soluble, hygroscopic | |
Hazards | |
NIOSH (US health exposure limits): | |
PEL (Permissible) | TWA 1 mg/m3 (as Cu)[1] |
REL (Recommended) | TWA 1 mg/m3 (as Cu)[1] |
IDLH (Immediate danger) | TWA 100 mg/m3 (as Cu)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Copper(II) triflate is the copper(II) salt of trifluoromethanesulfonic acid (known simply as triflic acid) which has a chemical formula of Cu(OSO2CF3)2, abbreviated Cu(OTf)2. This substance, first reported in 1972,[2] is a powerful Lewis acid. It is used as a catalyst in several organic reactions, such as the Diels–Alder reaction[3] and cyclopropanation reactions[4] (much like rhodium(II) acetate).
References
[edit]- ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0150". National Institute for Occupational Safety and Health (NIOSH).
- ^ Jenkins, C.L.; Kochi, J.K. (1972). "Solvolytic Routes via Alkylcopper Intermediates in the Electron-Transfer Oxidation of Alkyl Radicals". Journal of the American Chemical Society. 94 (3): 843–855. doi:10.1021/ja00758a024.
- ^ Evans, D.A.; Miller, S.J.; Lectka, T.; von Matt, P. (1999). "Chiral Bis(oxazoline)copper(II) Complexes as Lewis Acid Catalysts for the Enantioselective Diels–Alder Reaction". Journal of the American Chemical Society. 121 (33): 7559–7573. doi:10.1021/ja991190k.
- ^ Salomon, R.G.; Kochi, J.K (1973). "Copper(I) catalysis in cyclopropanations with diazo compounds. Role of olefin coordination". Journal of the American Chemical Society. 95 (10): 3300–3310. doi:10.1021/ja00791a038.