Issue 67, 2018

The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)2 and c-C6F10-1-(CF3)OH

Abstract

The thermally unstable α-fluoroalcohol undecafluorocyclohexanol (c-C6F11OH) was prepared by addition of hydrogen fluoride to the corresponding ketone. c-C6F10(CF3)OH was obtained by protonation of its alkoxide [NMe4]+[C7F13O]. Decafluorocyclohexane-1,1-diol (c-C6F10(OH)2) was prepared by acidic workup of the corresponding alkoxide [NMe4]+[C6F11O] with sulfuric acid, which yielded (c-C6F10(OH)2) and fluorosulfonic acid. The structures of c-C6F10(CF3)OH·2H2O and of (c-C6F10(OH)2) were elucidated by single-crystal X-ray and gas-phase electron-diffraction studies.

Graphical abstract: The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)2 and c-C6F10-1-(CF3)OH

Supplementary files

Article information

Article type
Communication
Submitted
27 Jūn. 2018
Accepted
16 Jūl. 2018
First published
16 Jūl. 2018

Chem. Commun., 2018,54, 9294-9297

The perfluorinated alcohols c-C6F11OH, c-C6F10-1,1-(OH)2 and c-C6F10-1-(CF3)OH

J. Schaab, M. Schwab, D. Kratzert, J. Schwabedissen, H. Stammler, N. W. Mitzel and I. Krossing, Chem. Commun., 2018, 54, 9294 DOI: 10.1039/C8CC05148H

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