Organic Chemistry Study Guide and Solutions
Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 3, Problem 3.51AP
Interpretation Introduction

(a)

Interpretation:

The first and second ionization equations of the malonic acid are to be stated with the pKa value of each ionization.

Concept introduction:

The pKa value of the acid is known as acid dissociation constant. It tells about the extent of dissociation of acid. Lower is the pKa value of the acid, higher is the extent of dissociation of the acid.

Interpretation Introduction

(b)

Interpretation:

The ionization state of the malonic acid is to be stated at pH=4.3.

Concept introduction:

The pKa of the acid represents the pH at which the acid will be found in the protonated form or dissociated form. The acid is found in the dissociated form in the pH range equal to pKa1 to pKa+1.

Interpretation Introduction

(c)

Interpretation:

The number of moles of base per mole of malonic acid required to adjust the pH=4.3 is to be stated.

Concept introduction:

The pKa of the acid represents the pH at which the acid will be found in the protonated form or dissociated form. The acid is found in the dissociated form in the pH range equal to pKa1 to pKa+1.

Interpretation Introduction

(d)

Interpretation:

The reason as to why the first pKa of malonic acid is much lower than the pKa of acetic acid, but the second pKa of malonic acid is much higher than the pKa of acetic acid is to be stated.

Concept introduction:

The pKa value of the acid is known as acid dissociation constant. It tells about the extent of dissociation of acid. Lower is the pKa value of the acid, higher is the extent of dissociation of the acid.

Interpretation Introduction

(e)

Interpretation:

An explanation as to how the difference between the first and second pKa values of the dicarboxylic acid changes with the increase in the value of n is to be stated.

Concept introduction:

The pKa value of the acid is known as acid dissociation constant. It tells about the extent of dissociation of acid. Lower is the pKa value of the acid, higher is the extent of dissociation of the acid.

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Please answer the question and provide a detailed drawing of the structure. If there will not be a new C – C bond, then the box under the drawing area will be checked.  Will the following reaction make a molecule with a new C – C bond as its major product:  Draw the major organic product or products, if the reaction will work. Be sure you use wedge and dash bonds if necessary, for example to distinguish between major products with different stereochemistry.
Please do not use AI.  AI cannot "see" the molecules properly, and it therefore gives the wrong answer while giving incorrect descriptions of the visual images we're looking at.  All of these compounds would be produced (I think).  In my book, I don't see any rules about yield in this case, like explaining that one product would be present in less yield for this reason or that reason.  Please explain why some of these produce less yield than others.
Please answer the question and provide detailed explanations.
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