Copper(II) triflate

Copper(II) triflate
Names

IUPAC name Copper(II) trifluoromethanesulfonate
Other names Copper(II) triflate
Identifiers
CAS Number	34946-82-2^Y
3D model (JSmol)	Interactive image
ChemSpider	2016731^Y
ECHA InfoCard	100.047.531
PubChem CID	2734996
CompTox Dashboard (EPA)	DTXSID80894787
InChI InChI=1S/2CHF3O3S.Cu/c22-1(3,4)8(5,6)7;/h2(H,5,6,7);/q;;+2/p-2^Y Key: SBTSVTLGWRLWOD-UHFFFAOYSA-L^Y InChI=1/2CHF3O3S.Cu/c22-1(3,4)8(5,6)7;/h2(H,5,6,7);/q;;+2/p-2 Key: SBTSVTLGWRLWOD-NUQVWONBAL
SMILES [Cu+2].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O
Properties
Chemical formula	C₂CuF₆O₆S₂
Molar mass	361.67 g·mol⁻¹
Appearance	white to pale blue powder
Solubility in water	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). Y verify (what is ^YN ?) Infobox references

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

^ ^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.

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This page was last edited on 25 September 2023, at 18:29

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References