
(a)
Interpretation:
An explanation regarding the arrangement of the compounds in order of their decreasing
Concept introduction:
The

Answer to Problem 3.47AP
The arrangement of the order of decreasing
Explanation of Solution
The given compounds are shown below.
Figure 1
Compounds shown in Figure 1 are alcohols that mean acidic proton is bonded to oxygen.
Compound B contains two chlorine atoms which are electron-withdrawing group. Due to
Compound C contains only one chlorine atom which is an electron-withdrawing group Due to
Compound A contains one methyl group which is an electron-donating group. Due to
Therefore, the order of acidity of the compounds is shown below.
Figure 2
The
Therefore, the order of decreasing
Figure 3
The order of decreasing
The arrangement of the order of decreasing
(b)
Interpretation:
An explanation regarding the arrangement of the compounds in order of their decreasing
Concept introduction:
The

Answer to Problem 3.47AP
The arrangement of the order of decreasing
Explanation of Solution
The given compounds are shown below.
Figure 4
According to the elemental effect, the acidity increases as the
Compound A contains only chlorine atom which is an electron-withdrawing group. Due to
Compound C contains
Therefore, the order of acidity of the compounds is shown below.
Figure 5
The
Therefore, the order of decreasing
Figure 6
The order of decreasing
The arrangement of the order of decreasing
(c)
Interpretation:
An explanation regarding the arrangement of the compounds in order of their decreasing
Concept introduction:
The

Answer to Problem 3.47AP
The arrangement of the order of decreasing
Explanation of Solution
The given compounds are shown below.
Figure 7
According to the elemental effect, the acidity increases as the atomic number attached to the acidic hydrogen also increases. The element
The atomic number of arsenic is higher than nitrogen and phosphorus. The
The atomic number of phosphorus is higher than nitrogen. The
According to the charge effect, the acidity increases with the presence of positive charge on atom attached to acidic hydrogen. Compound B contains a positive charge. Therefore, compound B is more acidic than compound A.
Therefore, the order of acidity of the compounds is shown below.
Figure 8
The
Therefore, the order of decreasing
Figure 9
The order of decreasing
The arrangement of the order of decreasing
(d)
Interpretation:
An explanation regarding the arrangement of the compounds in order of their decreasing
Concept introduction:
The

Answer to Problem 3.47AP
The arrangement of the order of decreasing
Explanation of Solution
The given compounds are shown below.
Figure 10
According to the charge effect, the acidity increases with the presence of positive charge on atom attached to acidic hydrogen. Compound C contains a positive charge. Therefore, compound C is more acidic than compound A and B.
Compound B contains only
Therefore, the order of acidity of the compounds is shown below.
Figure 11
The
Therefore, the order of decreasing
Figure 12
The order of decreasing
The arrangement of the order of decreasing
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Chapter 3 Solutions
Organic Chemistry Study Guide and Solutions
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- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
