Molecular structure of Trifluoromethanesulfonyl chloride, CAS Number: 421-83-0
Trifluoromethanesulfonyl chloride (CAS 421-83-0)
Alternate Names:
Triflyl chloride
CAS Number:
421-83-0
Molecular Weight:
168.52
Molecular Formula:
CF3SO2Cl
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Trifluoromethanesulfonyl chloride is insoluble in water and is miscible in many organic solvents. Trifluoromethanesulfonyl chloride acts as a potent electrophile, eager to engage with nucleophiles like amines, alcohols, and thiols. Its SO2CF3 group is vital for crafting materials possessing distinctive optical, electronic, and mechanical attributes. In addition, it is used as a halide remover in reactions catalyzed by palladium. Trifluoromethanesulfonyl chloride aids in producing zinc sulfinate salts, useful for the gentle innate carbon-hydrogen modification of nitrogen-based rings. Ru(II) complex-catalyzed trifluoromethylating agent for aromatics(1) and alkenes.(2)
Trifluoromethanesulfonyl chloride (CAS 421-83-0) References
- Studies on epimeric D-xylo-and D-lyxo-tetritol-1-yl-2-phenyl-2H-1,2,3-triazoles. Synthesis and anomeric configuration of 4-(alpha-and beta-D-threofuranosyl)-2-phenyl-2H-1,2,3-triazole C-nucleoside analogs. | Sallam, MA., et al. 2000. Nucleosides Nucleotides Nucleic Acids. 19: 941-54. PMID: 10893713
- Transition metal-free direct trifluoromethylthiolation of indoles using trifluoromethanesulfonyl chloride in the presence of triphenylphosphine. | Lu, K., et al. 2017. Org Biomol Chem. 15: 1254-1260. PMID: 28098311
- Dye-incorporated coordination polymers for direct photocatalytic trifluoromethylation of aromatics at metabolically susceptible positions. | Zhang, T., et al. 2018. Nat Commun. 9: 4024. PMID: 30279417
- Synthesis of Thiocarbamoyl Fluorides and Isothiocyanates Using Amines with CF3SO2Cl. | Wei, J., et al. 2020. J Org Chem. 85: 12374-12381. PMID: 32866002
- Evolution of a Strategy for the Total Synthesis of (+)-Cornexistin. | Wildermuth, RE., et al. 2021. Chemistry. 27: 12181-12189. PMID: 34105834
- Ionic Liquids Endowed with Novel Hybrid Anions for Supercapacitors. | Xiong, W., et al. 2022. ACS Omega. 7: 26368-26374. PMID: 35936454
- Triflamides and Triflimides: Synthesis and Applications. | Moskalik, MY. and Astakhova, VV. 2022. Molecules. 27: PMID: 36014447
- Nanostructured Carbon Nitride for Continuous-Flow Trifluoromethylation of (Hetero)arenes. | Sivo, A., et al. 2023. ACS Sustain Chem Eng. 11: 5284-5292. PMID: 37034497
- Remote Radical 1,3-, 1,4-, 1,5-, 1,6- and 1,7-Difunctionalization Reactions. | Ma, X., et al. 2023. Molecules. 28: PMID: 37049790
- Silica Triflate as a New, Mild and Efficient Catalyst for Tetrahydropyranylation of Alcohols and Deprotection of Tetrahydropyranyl Ethers | Shirini, F., Marjani, K., & Nahzomi, H. T. 2007. Phosphorus, Sulfur, and Silicon and the Related Elements. 182(9): 2235-2240.
- Transition-metal-free trifluoromethylthiolation and difluoromethylthiolation of thiols with trifluoromethanesulfonyl chloride and difluoromethanesulfonyl chloride | Zhao, X., Li, T., Yang, B., Qiu, D., & Lu, K. 2017. Tetrahedron. 73(22): 3112-3117.
- Interrupted reduction of CF3SO2Cl using tricyclohexylphosphine allows for electrophilic trifluoromethylsulfinylation | Chachignon, H., & Cahard, D. 2017. Journal of Fluorine Chemistry. 198: 82-88.
- Visible-light photoredox catalyzed cyclization of aryl alkynoates for the synthesis of trifluoromethylated coumarins | Bu, M. J., Lu, G. P., & Cai, C. 2018. Catalysis Communications. 114: 70-74.
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Trifluoromethanesulfonyl chloride, 5 g | sc-253756 | 5 g | $79.00 |