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.