Concept explainers
Interpretation:
It is to be determined, using appropriate pKa values from Table 6-1, whether the proton transfer reaction in Equation 20-7 is irreversible, which side of that proton transfer step is favored, and to what extent.
Concept introduction:
In a proton transfer reaction, there are always two acids involved in an equilibrium. The acid is on the reactant side, and the conjugate acid is on the product side. These two acids are thought of as being in competition with each other. The outcome of this competition is dictated by the stronger acid, which means a proton transfer reaction always favors the side opposite to the stronger acid (opposite to the lower pKa value). Each difference of one in pKa values between the two acids corresponds to a power of ten by which that side of the reaction is favored.
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Organic Chemistry: Principles and Mechanisms (Second Edition)
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- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning