Copper(II) triflate

Copper(II) triflate
Names
	IUPAC name Copper(II) trifluoromethanesulfonate
	Other names Copper(II) triflate
Identifiers
CAS Number	34946-82-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	2016731 ;
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 Key: SBTSVTLGWRLWOD-UHFFFAOYSA-L ; 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).
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	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. 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

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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[PGCH-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.