Chemistry:Indium triflate
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| IUPAC name
indium(3+);tris(trifluoromethanesulfonate)
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Other names
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| Identifiers | |
3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C3F9InO9S3 | |
| Molar mass | 562.01 g·mol−1 |
| Appearance | solid |
| Density | 1.7 g/cm3 |
| soluble | |
| Hazards | |
| GHS pictograms | 
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| H315, H319, H335 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Indium triflate is a complex inorganic compound of indium, fluorine, carbon, sulphur, and oxygen with the chemical formula (CF
3SO
3)
3In.[1] This is the indium salt of trifluoromethanesulphonic acid. As a water-stable Lewis acid, the compound is a practical catalyst and finds wide application in organic synthesis.[2][3]
Physical properties
The compound forms a white, powdery solid. It is a Lewis acid, but unlike most other such compounds, it is not very sensitive to hydrolysis and is stable in aqueous solution.[4]
It is soluble in organic solvents like acetonitrile and dichloromethane, but often reported as sparingly soluble in hydrocarbons.[5]
Synthesis
Indium triflate is typically synthesized by reacting indium(III) oxide with trifluoromethanesulfonic acid in water:
- In
2O
3 + 6HOTf → 2In(OTf)
3 + 3H
2O
The compound is then isolated by filtering off excess oxide and evaporating the water.[6]
Uses
The compound serves as a catalyst and in synthesis of stable indium bacteriochlorins.[7]
References
- ↑ "Indium Triflate". American Elements. https://www.americanelements.com/indium-triflate-128008-30-0.
- ↑ "Indium(III) trifluoromethanesulfonate". Sigma Aldrich. https://www.sigmaaldrich.com/RU/en/product/aldrich/442151?srsltid=AfmBOoqOwMIx5aphs9YSokB3jXW51aqfr5Mr9NNyZIilhnHR5s4XCjKC.
- ↑ Jamshaid, Sana (13 May 2024). "Indium Triflate's Transformative Role in Modern Organic Synthesis: A Five-Year Survey of Functionalization, Cyclization, and Multicomponent Reactions" (in en). ChemistrySelect 9 (18). doi:10.1002/slct.202400313. ISSN 2365-6549. https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202400313. Retrieved 12 May 2026.
- ↑ Ghosh, Rina; Maiti, Swarupananda (March 2007). "Advances in indium triflate catalyzed organic syntheses". Journal of Molecular Catalysis A: Chemical 264 (1–2): 1–8. doi:10.1016/j.molcata.2006.08.086. https://www.sciencedirect.com/science/article/abs/pii/S1381116906011952. Retrieved 12 May 2026.
- ↑ Frost, Christopher G. (2004). "Indium(III) Triflate" (in en). Encyclopedia of Reagents for Organic Synthesis (John Wiley & Sons, Ltd). doi:10.1002/047084289X.rn00397. ISBN 0-471-93623-5. https://onlinelibrary.wiley.com/doi/10.1002/047084289X.rn00397. Retrieved 12 May 2026.
- ↑ Thakur, Ashim Jyoti (2003). "Tris(trifluoromethanesulfonato)indium". Synlett (6): 0899–0900. doi:10.1055/s-2003-38759. https://www.thieme-connect.de/products/ejournals/abstract/10.1055/s-2003-38759.
- ↑ Gregg, Brian T.; Golden, Kathryn C.; Quinn, John F. (1 July 2007). "Indium(III) Trifluoromethanesulfonate as an Efficient Catalyst for the Deprotection of Acetals and Ketals". The Journal of Organic Chemistry 72 (15): 5890–5893. doi:10.1021/jo0707075. ISSN 0022-3263. PMID 17595139. https://pubs.acs.org/doi/10.1021/jo0707075. Retrieved 12 May 2026.
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