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Lack of protonation of benzene and toluene by trifluoromethanesulfonic acid and its significance for evaluating superacid strengths
Author(s) -
Fărcaşiu Dan,
Miller Glen
Publication year - 1989
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610020508
Subject(s) - superacid , benzene , protonation , chemistry , toluene , pentane , organic chemistry , catalysis , ion
Distribution between pentane and trifluoromethanesulfonic acid (TFMSA) and carbon‐13 NMR measurements showed that benzene and toluene are not protonated to any significant extent in TFMSA. This finding contradicts previous reports, and validates the ranking of superacids based on the extent of benzene protonation.