Chemistry:Fluorosulfonyl isocyanate
From HandWiki
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| Names | |
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| IUPAC name
N-(oxomethylidene)sulfamoyl fluoride
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| Other names
Sulfuryl fluoride isocyanate, FSIC
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3D model (JSmol)
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PubChem CID
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| Properties | |
| CFNO3S | |
| Molar mass | 125.07 g·mol−1 |
| Appearance | Colorless volatile liquid |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Fluorosulfonyl isocyanate is an organic chemical compound with the molecular formula FSO
2NCO.[1]
Synthesis
Fluorosulfonyl isocyanate can be made in a reaction of sulfonyl bisisocyanate and fluorosulfonic acid:
- SO
2(NCO)
2 + HSO
3F → FSO
2NCO + HSO
3NCO
- SO
It is also formed in an exchange of halogens in chlorosulfonyl isocyanate using sodium monofluoride:[2]
- ClSO
2NCO + NaF → FSO
2NCO + NaCl
- ClSO
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. https://precision.fda.gov/ginas/app/ui/substances/XA3V3DN3T4.
- ↑ Kazanskii, B. A. (1 November 1973) (in en). Organic Compounds : Reactions and Methods. Springer. p. 185. ISBN 978-0-306-67122-7. https://books.google.com/books?id=VWNHAQAAIAAJ&q=Fluorosulfonyl+Isocyanate. Retrieved 11 January 2026.
- ↑ "FLUOROSULFONYL ISOCYANATE". proviscocs.com. https://www.proviscocs.com/wp-content/uploads/2017/06/S_FSIC.pdf.
- ↑ 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. doi:10.1016/j.jpowsour.2019.04.113. ISSN 0378-7753. Bibcode: 2019JPS...429...67S. https://www.sciencedirect.com/science/article/abs/pii/S0378775319305257. 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. doi:10.1021/jp407043c. ISSN 1089-5639. Bibcode: 2013JPCA..117.9179M. https://pubs.acs.org/doi/10.1021/jp407043c. Retrieved 11 January 2026.
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