Journal
JOURNAL OF FLUORINE CHEMISTRY
Volume 125, Issue 4, Pages 595-601Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2003.11.031
Keywords
chlorodifluoromethanesulfonic acid; phenyl difluoromethanesulfonic acid; 2-phenyl-1,1,2,2-tetrafluoroethanesulfonic acid; fluorinations
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Chlorodifluoromethanesulfonic acid (1) was prepared using a new procedure starting from perchloromercaptan, which is readily obtained from chlorination of CS2. Modified Swarts reaction transformed N,N-diethyl trichloromethanesulfenamide into N,N-diethyl chlorodifluoromethanesulfenamide, and the latter species was further oxidized and hydrolyzed into chlorodifluoromethanesulfonic acid. The preparations of other two new alpha,alpha-difluoroalkanesulfonic acids, phenyl difluoromethanesulfonic acid (2) and 2-phenyl-1,1,2,2,-tetrafluoroethanesulfonic acid (3), are also disclosed. The acids 2 and 3 are stable in the forms of sodium (lithium) salts or in aqueous solutions; however, the pure forms of 2 and 3 can readily undergo defluorinations. 1-3 and their salts have potential applications as superacid catalysts and lithium battery electrolytes. (C) 2004 Elsevier B.V. All rights reserved.
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