1. Question 1. Answer the following questions pertaining to the structure shown below: NE B OH (g) How many alkyl CARBON(S) can be classified as methylene carbons? F G NH (h) Based on ARIO principles, which functional group would be MOST ACIDIC? (i) Circle below, which group is the STRONGER BASE? Nitrogen at Group A Nitrogen at group B Nitrogen at Group F (j) Indicate how many of the following types of л-MOs are present in functional group A: Bonding MO(s) Non-bonding MO(s) Anti-bonding MO(s)

1. Question 1. Answer the following questions pertaining to the structure shown below: NE B OH (g) How many alkyl CARBON(S) can be classified as methylene carbons? F G NH (h) Based on ARIO principles, which functional group would be MOST ACIDIC? (i) Circle below, which group is the STRONGER BASE? Nitrogen at Group A Nitrogen at group B Nitrogen at Group F (j) Indicate how many of the following types of л-MOs are present in functional group A: Bonding MO(s) Non-bonding MO(s) Anti-bonding MO(s)

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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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)
For the previous four questions, label each molecule that appears in the question or your answer asstrong acid, strong base, weak acid, or weak base.
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.
Rank the following compounds according to acidity, 1 being the most acidic and 4 being the least acidic. First, list the ranking number followed by the compound letter in order from 1 to 4, and then explain your reasoning in a sentence or two.
Rank the following in order of decreasing basicity. You may use analogous structures in a table of acidity constants to guide your reasoning. Be sure to answer all parts. Drag each item to the correct box. Most basic ☐ ? de Least basic
Consider cyclohexane and benzene (draw the structures below). Draw the conjugate base of each molecule and then explain why cyclohexane is the weaker acid.
Give a clear handwritten answer with explanation Can you also explain why you chose the specific acid and what you are looking for when choosing one?
Which one of the following will be most acidic and why? 2-Chlorobutanoic acid, 4-Chlorobutanoic acid, Butanoic acid, 3-Chlorobutanoic acid. Answer in more than 5 sentences.
In the boxes below each structure, provide the appropriate labels: acid, conjugate acid (CA), base, conjugate base (CB). Using pKa values (table given) determine which side the equilibrium will favor, or if it will not favor either side write “neither”. CH3OH2 +Br ------> CH3OH + HBr
"Electron-withdrawing groups stabilize a conjugate base, making anacid more acidic". Define this statement ?
Answer the following questions about the four species A–D (Attached) . Which two species represent a conjugate acid–base pair?Which two species represent resonance structures?Which two species represent constitutional isomers?
2. For the pair of molecules, predict which is the stronger acid and explain your reasoning. нн н