Fluorosulfonyl isocyanate
| Names | |
|---|---|
| IUPAC name
N-(oxomethylidene)sulfamoyl fluoride
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| Other names
Sulfuryl fluoride isocyanate, FSIC
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| Identifiers | |
3D model (JSmol)
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| ChemSpider | |
| ECHA InfoCard | 100.412.521 |
| EC Number |
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PubChem CID
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| UNII | |
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| Properties | |
| CFNO3S | |
| Molar mass | 125.07 g·mol−1 |
| Appearance | Colorless volatile liquid |
| Hazards | |
| GHS labelling: | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Fluorosulfonyl isocyanate is an organic chemical compound with the molecular formula FSO2NCO.[1]
Synthesis
Fluorosulfonyl isocyanate can be made in a reaction of sulfonyl bisisocyanate and fluorosulfonic acid:
- SO2(NCO)2 + HSO3F → FSO2NCO + HSO3NCO
It is also formed in an exchange of halogens in chlorosulfonyl isocyanate using sodium monofluoride:[2]
- ClSO2NCO + NaF → FSO2NCO + NaCl
Physical properties
The compound forms a colorless, volatile liquid.[3]
It is soluble in aprotic organic solvents.
Uses
The compound is a highly reactive, versatile chemical used in synthesizing polymers, agrochemicals, and advanced materials, notably acting as a linker in click chemistry for drug discovery.[4][5]
See also
References
- ^ "GSRS". precision.fda.gov. Retrieved 11 January 2026.
- ^ Kazanskii, B. A. (1 November 1973). Organic Compounds : Reactions and Methods. Springer. p. 185. ISBN 978-0-306-67122-7. Retrieved 11 January 2026.
- ^ "FLUOROSULFONYL ISOCYANATE" (PDF). proviscocs.com. Retrieved 11 January 2026.
- ^ Shi, Junli; Ehteshami, Niloofar; Ma, Jialing; Zhang, Hui; Liu, Haidong; Zhang, Xin; Li, Jie; Paillard, Elie (31 July 2019). "Improving the graphite/electrolyte interface in lithium-ion battery for fast charging and low temperature operation: Fluorosulfonyl isocyanate as electrolyte additive". Journal of Power Sources. 429: 67–74. Bibcode:2019JPS...429...67S. doi:10.1016/j.jpowsour.2019.04.113. ISSN 0378-7753. Retrieved 11 January 2026.
- ^ Moreno Betancourt, Angélica; Flores Antognini, Andrea; Erben, Mauricio F.; Cavasso-Filho, Reinaldo; Tong, Shengrui; Ge, Maofa; Della Védova, Carlos O.; Romano, Rosana M. (26 September 2013). "Electronic Properties of Fluorosulfonyl Isocyanate, FSO2NCO: A Photoelectron Spectroscopy and Synchrotron Photoionization Study". The Journal of Physical Chemistry A. 117 (38): 9179–9188. Bibcode:2013JPCA..117.9179M. doi:10.1021/jp407043c. hdl:11336/84143. ISSN 1089-5639. Retrieved 11 January 2026.