Basicity in the gas phase can be defined as the proton affinity of the base, for example, CH3NH2( g) + H+( g)<------>CH3NH3+( g). In the gas phase, (CH3)3N is more basic than CH3NH2, while in solution the reverse is true. Explain this observation.

Chemistry for Today: General, Organic, and Biochemistry
9th Edition
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Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Publisher:Spencer L. Seager, Michael R. Slabaugh, Maren S. Hansen
Chapter9: Acids, Bases, And Salts
Section: Chapter Questions
Problem 9.15E: The following reactions illustrate Brnsted acid-base behavior. Complete each equation....
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Basicity in the gas phase can be defined as the proton affinity of the base, for example, CH3NH2( g) + H+( g)<------>CH3NH3+( g). In the gas phase, (CH3)3N is more basic than CH3NH2, while in solution the reverse is true. Explain this observation.

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