Indium triflate
| Names | |
|---|---|
| IUPAC name
indium(3+);tris(trifluoromethanesulfonate) | |
Other names
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| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
| ECHA InfoCard | 100.157.173 |
| EC Number |
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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 labelling: | |
 | |
| H315, H319, H335 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Indium triflate is a complex inorganic compound of indium, fluorine, carbon, sulphur, and oxygen with the chemical formula (CF3SO3)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
[edit]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
[edit]Indium triflate is typically synthesized by reacting indium(III) oxide with trifluoromethanesulfonic acid in water:
- In2O3 + 6HOTf → 2In(OTf)3 + 3H2O
The compound is then isolated by filtering off excess oxide and evaporating the water.[6]
Uses
[edit]The compound serves as a catalyst and in synthesis of stable indium bacteriochlorins.[7]
References
[edit]- ↑ "Indium Triflate". American Elements. Retrieved 12 May 2026.
- ↑ "Indium(III) trifluoromethanesulfonate". Sigma Aldrich. Retrieved 12 May 2026.
- ↑ Jamshaid, Sana (13 May 2024). "Indium Triflate's Transformative Role in Modern Organic Synthesis: A Five-Year Survey of Functionalization, Cyclization, and Multicomponent Reactions". ChemistrySelect. 9 (18) e202400313. doi:10.1002/slct.202400313. ISSN 2365-6549. 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. Retrieved 12 May 2026.
- ↑ Frost, Christopher G. (2004). "Indium(III) Triflate". Encyclopedia of Reagents for Organic Synthesis. John Wiley & Sons, Ltd. doi:10.1002/047084289X.rn00397. ISBN 0-471-93623-5. Retrieved 12 May 2026.
{{cite journal}}: CS1 maint: periodical has ISBN (link) - ↑ Thakur, Ashim Jyoti (2003). "Tris(trifluoromethanesulfonato)indium". Synlett (6): 0899–0900. doi: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. Retrieved 12 May 2026.