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• W2093961654 abstract "The pH dependence of the 19F chemical shift has been characterized for a number of fluorine-substituted aniline derivatives. These compounds constitute a new class of 19F nuclear magnetic resonance (NMR) pH indicators, characterized by single 19F resonance lines with sensitivities ranging from 2 to 7 ppm/pH unit near the aniline pKa; total shifts between conjugate acid and base of 5-15 ppm; and pKas ranging from 1 to 7. One compound, N,N-(methyl-2-carboxyisopropyl)-4-fluoroaniline, has a pKa of 6.8 and a sensitivity of 5 ppm/pH unit. This compound displays significant broadening of its 19F resonance near the aniline pKa (6.8), due to a decreased rate of exchange between conjugate acid and base species. Our results are consistent with slow dissociation of an intramolecular hydrogen bond in the zwitterionic species that limits the exchange rate between protonated and unprotonated forms for N,N-(methyl-2-carboxyisopropyl)-4-fluoroaniline." @default.
• W2093961654 created "2016-06-24" @default.
• W2093961654 creator A5015355669 @default.
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• W2093961654 date "1989-04-01" @default.
• W2093961654 modified "2023-10-10" @default.
• W2093961654 title "New class of 19F pH indicators: fluoroanilines" @default.
• W2093961654 cites W1678712701 @default.
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• W2093961654 doi "https://doi.org/10.1016/s0006-3495(89)82879-6" @default.
• W2093961654 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/1330564" @default.
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