Aromatic substitution. 53. Electrophilic nitration, halogenation, acylation, and alkylation of (. alpha.,. alpha.,. alpha.-trifluoromethoxy) benzene
GA Olah, T Yamato, T Hashimoto, JG Shih…
Index: Olah,G.A.; Yamato,T.; Hashimoto,T. Journal of the American Chemical Society, 1987 , vol. 109, p. 3708
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Citation Number: 44
Abstract
Abstract: Electrophilic nitration of a, a, a-trifluoromethoxybenzene gave 88-93% para and 12- 7% ortho isomer with no meta isomer detected. The relative reactivity of a, a, a- trifluoromethoxybenzene compared to benzene (determined in competition experiments) was found to be comparable to that of fluorobenzene. A Hammett-Brown plot of log kx/kH vs. u+ for nitration with nitronium tetrafluoroborate in nitromethane solution gave excellent ...
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