Micellar catalysis of the reaction of 2,4-dinitrofluorobenzene with phenoxide and thiophenoxide ions |
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| Authors: | H. Chaimovich A. Blanco L. Chayet L.M. Costa P.M. Monteiro C.A. Bunton C. Paik |
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| Affiliation: | Department of Biochemistry, Institute of Chemistry, University of Sao Paulo, Sao Paulo, Brazil;Department of Chemistry, University of California, Santa Barbara, CA 93106, U.S.A. |
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| Abstract: | The reactions of 2,4-dinitrofluorobenzene with phenoxide and thiophenoxide ion in water are strongly catalyzed by micelles of cetyltrimethylammonium bromide (CTABr) by factors of 230 and 1100 respectively. Nonionic micelles of Brij weakly catalyze the reaction with thiophenoxide ion. Spectral measurements show that phenoxide, and especially thiophenoxide, ions interact strongly with micelles of CTABr which also markedly change the acid dissociation of phenol under given buffer conditions. |
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