Exam 8: The Proton Transfer Reaction: an Introduction to Mechanisms,thermodynamics,and Charge Stability

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Which of the following is most acidic? Explain your choice. Which of the following is most acidic? Explain your choice.

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Rank the following compounds in order of most basic to least basic. Rank the following compounds in order of most basic to least basic.

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Draw the mechanism and supply the products for the following proton transfer reaction.Be sure your mechanism includes all mechanism arrows,lone pairs,and formal charges.Also supply a free energy diagram.On the diagram,label the transition state,ΔG0‡,and ΔG0rxn. Draw the mechanism and supply the products for the following proton transfer reaction.Be sure your mechanism includes all mechanism arrows,lone pairs,and formal charges.Also supply a free energy diagram.On the diagram,label the transition state,ΔG<sup>0‡</sup>,and ΔG<sup>0</sup><sub>rxn</sub>.

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Which of the following molecules is most acidic? Which of the following molecules is most acidic?

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Which of the following charged compounds is most stable? Which of the following charged compounds is most stable?

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Which of the following compounds is most acidic? Which of the following compounds is most acidic?

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Rank the following compounds from most acidic (rank of 1)to least acidic (rank of 5). Rank the following compounds from most acidic (rank of 1)to least acidic (rank of 5).

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Which of the following compounds is most basic? Which of the following compounds is most basic?

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Which expression represents the Keq for the following reaction? Which expression represents the K<sub>eq</sub> for the following reaction?

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Which is the conjugate base for cyclopentanethiol? Which is the conjugate base for cyclopentanethiol?

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Which side of the equilibrium is favored for the following reaction? Explain your choice. Which side of the equilibrium is favored for the following reaction? Explain your choice.

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Which of the following compounds is most acidic? Which of the following compounds is most acidic?

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Give the most likely products of the following proton transfer reaction.Be sure to use the most basic compound as the base.Then draw in missing lone pairs and give the mechanism for this proton transfer reaction. Give the most likely products of the following proton transfer reaction.Be sure to use the most basic compound as the base.Then draw in missing lone pairs and give the mechanism for this proton transfer reaction.

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Which of the compounds is most basic? Which of the compounds is most basic?

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Give the products of the following proton transfer reaction,and write the Keq expression for the reaction. Give the products of the following proton transfer reaction,and write the K<sub>eq</sub> expression for the reaction.

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Which of the hydrogen atoms is most acidic? Which of the hydrogen atoms is most acidic?

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Which of the following compounds is most acidic? Which of the following compounds is most acidic?

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Which of the following compounds is most acidic? Which of the following compounds is most acidic?

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Which of the following compounds is more acidic? Explain your choice. Which of the following compounds is more acidic? Explain your choice.

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Which side of the equilibrium is favored for the following reaction? Explain your choice. Which side of the equilibrium is favored for the following reaction? Explain your choice.

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