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Copper(II) triflate

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Copper(II) triflate
Copper(II) triflate
Names
IUPAC name Copper(II) trifluoromethanesulfonate
Other names Copper(II) triflate
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.047.531 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/2CHF3O3S.Cu/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2Key: SBTSVTLGWRLWOD-UHFFFAOYSA-L
  • InChI=1/2CHF3O3S.Cu/c2*2-1(3,4)8(5,6)7;/h2*(H,5,6,7);/q;;+2/p-2Key: SBTSVTLGWRLWOD-NUQVWONBAL
SMILES
  • .FC(F)(F)S()(=O)=O.FC(F)(F)S()(=O)=O
Properties
Chemical formula C2CuF6O6S2
Molar mass 361.67 g·mol
Appearance white to pale blue powder
Solubility in water very soluble, hygroscopic
Hazards
NIOSH (US health exposure limits):
PEL (Permissible) TWA 1 mg/m (as Cu)
REL (Recommended) TWA 1 mg/m (as Cu)
IDLH (Immediate danger) TWA 100 mg/m (as Cu)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

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, is a powerful Lewis acid. It is used as a catalyst in several organic reactions, such as the Diels–Alder reaction and cyclopropanation reactions (much like rhodium(II) acetate).

References

  1. ^ NIOSH Pocket Guide to Chemical Hazards. "#0150". National Institute for Occupational Safety and Health (NIOSH).
  2. 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.
  3. 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.
  4. 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.


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