Circle the stronger base in each pair. Then explain each of your selections in the space below each one, in terms of the TOriate criteria for acidity/basicity (e.g., size, hybridization, etc). Be specific. Note that there are two separate problems here. H3C CH2-0: (b) :CBr3 CH3 Vs. (a) H3C. vs. :0: :0:

Circle the stronger base in each pair. Then explain each of your selections in the space below each one, in terms of the TOriate criteria for acidity/basicity (e.g., size, hybridization, etc). Be specific. Note that there are two separate problems here. H3C CH2-0: (b) :CBr3 CH3 Vs. (a) H3C. vs. :0: :0:

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter4: Acids And Bases

Section: Chapter Questions

Problem 4.33P: Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label...

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The following are equivalent ways of asking about the acidity of an H atom: • What is the most acidic H on the molecule? • Which H is associated with the published pKa value? • Which H on the molecule is easiest to remove? • Which H on the molecule takes the least energy to remove? • Which bond to an H is most polarized? • For which H atom is removal least uphill in energy? • Which bond to an H atom, when broken, results in the lowest PE conjugate base? We will often find the last of these questions is easiest to answer. To do this, find all the different Hatoms on the molecule, and draw all possible conjugate bases.Only the lowest-energy one is the “real” conjugate base. Identify this structure, and you have found the most acidic H. Use this strategy to find the most acidic H on each of the following molecules. Note: Each structure hasat least three different kinds of H’s, so draw at least three unique conjugate bases for each.
Complete the equation for the reaction between each Lewis acid-base pair. In each equation, label which starting material is the Lewis acid and which is the Lewis base; use curved arrows to show the flow of electrons in each reaction. In doing this problem, it is essential that you show valence electrons for all atoms participating in each reaction. (a) (b) (c) (d)
Among the sets of acids, which is/are correctly arranged according to INCREASING acidity? One or more sets may be chosen. Explain why. a. HBr < H2Se < AsH3 b. CH4 < PH3 < H2S c. H2S < H2Te < H2Se d. HSO3– < H2SO3 < H2SO4
a) Circle the weaker base in the following pairs. b) Explain your answers.
Place the following compounds in order of relative acidity. Consider 1 to be the most acidic and 6 to be the least acidic.
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Rank the acids below in order of increasing acidity.
How to determine the Relative Acidity of Protons ? Explain all steps ?