1) These questions are concerned with the relative strengths of each molecule within a series: a) Rank the following molecules in order of descending acid strength (strongest = 1, weakest = 4) then provide a few words of explanation for your choices. %3D %3D HO HO но HO Br b) Rank the following molecules in order of descending base strength (strongest = 1, weakest = 4) then provide a few words of explanation for your choices. %3D %3D CH2 :NH .. :O

1) These questions are concerned with the relative strengths of each molecule within a series: a) Rank the following molecules in order of descending acid strength (strongest = 1, weakest = 4) then provide a few words of explanation for your choices. %3D %3D HO HO но HO Br b) Rank the following molecules in order of descending base strength (strongest = 1, weakest = 4) then provide a few words of explanation for your choices. %3D %3D CH2 :NH .. :O

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...

See similar textbooks

Similar questions

Complete a net ionic equation for each proton-transfer reaction using curved arrows to show the flow of electron pairs in each reaction. In addition, write Lewis structures for all starting materials and products. Label the original acid and its conjugate base; label the original base and its conjugate acid. If you are uncertain about which substance in each equation is the proton donor, refer to Table 4.1 for the relative strengths of proton acids. (a) NH3+HCl (b) CH3CH2O+HCl (c) HCO3+OH (d) CH3COO+NH4+
Use Table 13-2 to order the following from the strongest to the weakest acid. HClO2,H2O,NH4+,HClO4
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)
As we shall see in Chapter 19, hydrogens on a carbon adjacent to a carbonyl group are far more acidic than those not adjacent to a carbonyl group. The anion derived from acetone, for example, is more stable than is the anion derived from ethane. Account for the greater stability of the anion from acetone.
Answer true or false to the following statements about the mechanism of acid-base reactions. (a) The acid and base must encounter each other by a collision in order for the proton to transfer. (b) All collisions between acids and bases result in proton transfer. (c) During an acid-base reaction the lone pair on the base fills the A-H antibonding sigma orbital.
For each group of anions, rank in order of increasing conjugate base strength. Briefly explain. яroup 1 group 2 :0: Cl- Br- Br
3) а) decreasing acidity and explain your answer. CHCHNΗ Arrange the following compounds in order of CH,CH,OH CH,CH,CH, b) part (a) in order of increasing basicity and explain your Arrange the conjugate bases of the acids given in answer.
2A. Rank the following compounds with increasing acidity: (1 = least acidic; 3 = most acidic) Me Me Mo Me (c) Se H. (d) H. .H H.
14. Circle the most acidic compound in each of the following pairs. Explain your choice by describing the relevant factors for stabilizing the conjugate base. (a) (b) CO₂H OH H3CO CO,H AA NH₂
2) The structure of Montelukast, an antiasthma drug is shown here coO НО A. Use table 2-2 to identify the most acidic and most basic sites in the molecule. (Although you won't find an exact match in structure, make a prediction on analogy with similar groups in simpler molecules) B. Write the structure of the product formed by treating Montelukast with i) one equivalent of NaOH and ii) one equivalent of HCI.
1. Identify the acids and bases in the following reactions: (a) CH3OH + H+ CH3OH2+ (b) СН3ОН + NН2 CH30- + NH3 (c) ZnCl2 || || + ZnCl2 H3C° H. H3C H.