Zinc triflate

Zinc triflate
Names
	IUPAC name zinc trifluoromethanesulfonate
Identifiers
CAS Number	54010-75-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	94493 ;
ECHA InfoCard	100.053.548
PubChem CID	104671;
CompTox Dashboard (EPA)	DTXSID7068899 ;
	InChI InChI=1S/2CHF3O3S.Zn/c22-1(3,4)8(5,6)7;/h2(H,5,6,7);/q;;+2/p-2 Key: CITILBVTAYEWKR-UHFFFAOYSA-L ; InChI=1/2CHF3O3S.Zn/c22-1(3,4)8(5,6)7;/h2(H,5,6,7);/q;;+2/p-2 Key: CITILBVTAYEWKR-NUQVWONBAZ;
	SMILES [Zn+2].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O;
Properties
Chemical formula	C2F6O6S2Zn
Molar mass	363.51 g·mol−1
Appearance	White powder
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Zinc trifluoromethanesulfonate or zinc triflate is the zinc salt of trifluoromethanesulfonic acid. It is commonly used as a Lewis acid catalyst, e.g. in silylations.

A white powder, zinc triflate is commercially available, though some workers have experienced inconsistent results with zinc triflate from different sources. If desired, it may be prepared from reacting trifluoromethanesulfonic acid with zinc metal in acetonitrile, or with zinc carbonate in methanol:

Zn + 2 HOTf → Zn(OTf)₂ + H₂

ZnCO₃ + 2 HOTf → Zn(OTf)₂ + H₂O + CO₂ (OTf = CF₃SO₃)

References

↑ H. Jiang & S. Zhu (2005). "Silylation of 1-alkynes with chlorosilanes promoted by Zn(OTf)2: an efficient way to the preparation of alkynylsilanes". Tetrahedron Letters. 46 (3): 517–519. doi:10.1016/j.tetlet.2004.10.175.
↑ R. J. Rahaim & J. T. Shaw (2008). "Zinc-Catalyzed Silylation of Terminal Alkynes". J. Org. Chem. 73 (7): 2912–2915. doi:10.1021/jo702557d. PMID 18331056.
↑ J. E. D. Kirkham, T. D. L. Courtney, V. Lee and J. E. Baldwin (2005). "Asymmetric synthesis of cytotoxic sponge metabolites R-strongylodiols A and B and an analogue". Tetrahedron. 61 (30): 7219–7232. doi:10.1016/j.tet.2005.05.034.{{cite journal}}: CS1 maint: multiple names: authors list (link)
↑ J. Lombard, S. Romain, S. Dumas, J. Chauvin, M.-N. Collomb, D. Daveloose, A. Deronzier and J.-C. Leprêtre (2005). "Tetranuclear Polypyridyl Complexes of RuII and FeII: Synthesis, Electrochemical, Photophysical and Photochemical Behaviour". European Journal of Inorganic Chemistry. 2005 (16): 3320–3330. doi:10.1002/ejic.200500106.{{cite journal}}: CS1 maint: multiple names: authors list (link)
↑ E. J. Corey & K. Shimoji (1983). "Magnesium and zinc-catalyzed thioketalization". Tetrahedron Letters. 24 (2): 169–172. doi:10.1016/S0040-4039(00)81357-X.

[1] H. Jiang & S. Zhu (2005). "Silylation of 1-alkynes with chlorosilanes promoted by Zn(OTf)2: an efficient way to the preparation of alkynylsilanes". Tetrahedron Letters. 46 (3): 517–519. doi:10.1016/j.tetlet.2004.10.175.

[2] R. J. Rahaim & J. T. Shaw (2008). "Zinc-Catalyzed Silylation of Terminal Alkynes". J. Org. Chem. 73 (7): 2912–2915. doi:10.1021/jo702557d. PMID 18331056.

[3] J. E. D. Kirkham, T. D. L. Courtney, V. Lee and J. E. Baldwin (2005). "Asymmetric synthesis of cytotoxic sponge metabolites R-strongylodiols A and B and an analogue". Tetrahedron. 61 (30): 7219–7232. doi:10.1016/j.tet.2005.05.034.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[4] J. Lombard, S. Romain, S. Dumas, J. Chauvin, M.-N. Collomb, D. Daveloose, A. Deronzier and J.-C. Leprêtre (2005). "Tetranuclear Polypyridyl Complexes of RuII and FeII: Synthesis, Electrochemical, Photophysical and Photochemical Behaviour". European Journal of Inorganic Chemistry. 2005 (16): 3320–3330. doi:10.1002/ejic.200500106.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[5] E. J. Corey & K. Shimoji (1983). "Magnesium and zinc-catalyzed thioketalization". Tetrahedron Letters. 24 (2): 169–172. doi:10.1016/S0040-4039(00)81357-X.