(a) Interpretation: The structure for the given molecule is to be drawn. Concept introduction: When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Question

A small artisanal cheesemaker is testing the acidity of their milk before it coagulates. During fermentation, bacteria produce lactic acid (K₁ = 1.4 x 104), a weak acid that helps to curdle the milk and develop flavor. The cheesemaker has measured that the developing mixture contains lactic acid at an initial concentration of 0.025 M. Your task is to calculate the pH of this mixture and determine whether it meets the required acidity for proper cheese development. To achieve the best flavor, texture and reduce/control microbial growth, the pH range needs to be between pH 4.6 and 5.0. Assumptions: Lactic acid is a monoprotic acid H H :0:0: H-C-C H :0: O-H Figure 1: Lewis Structure for Lactic Acid For simplicity, you can use the generic formula HA to represent the acid You can assume lactic acid dissociation is in water as milk is mostly water. Temperature is 25°C 1. Write the K, expression for the dissociation of lactic acid in the space provided. Do not forget to include state symbols.…

Answer 1

Question

Chapter C, Problem C.9P

Interpretation Introduction

(a)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(b)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(c)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(d)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

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A small artisanal cheesemaker is testing the acidity of their milk before it coagulates. During fermentation, bacteria produce lactic acid (K₁ = 1.4 x 104), a weak acid that helps to curdle the milk and develop flavor. The cheesemaker has measured that the developing mixture contains lactic acid at an initial concentration of 0.025 M. Your task is to calculate the pH of this mixture and determine whether it meets the required acidity for proper cheese development. To achieve the best flavor, texture and reduce/control microbial growth, the pH range needs to be between pH 4.6 and 5.0. Assumptions: Lactic acid is a monoprotic acid H H :0:0: H-C-C H :0: O-H Figure 1: Lewis Structure for Lactic Acid For simplicity, you can use the generic formula HA to represent the acid You can assume lactic acid dissociation is in water as milk is mostly water. Temperature is 25°C 1. Write the K, expression for the dissociation of lactic acid in the space provided. Do not forget to include state symbols.…

Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. :0: :0 H. 0:0 :0: :6: S: :0: Select to Edit Arrows ::0 Select to Edit Arrows H :0: H :CI: Rotation Select to Edit Arrows H. < :0: :0: :0: S:

3:48 PM Fri Apr 4 K Problem 4 of 10 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. Mg. :0: Select to Add Arrows :0: :Br: Mg :0: :0: Select to Add Arrows Mg. Br: :0: 0:0- Br -190 H 0:0 Select to Add Arrows Select to Add Arrows neutralizing workup H CH3

Answer 2

Question

Chapter C, Problem C.9P

Interpretation Introduction

(a)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(b)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(c)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(d)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

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Answer 3

Question

Chapter C, Problem C.9P

Interpretation Introduction

(a)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(b)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(c)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(d)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

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Answer 4

Question

Chapter C, Problem C.9P

Interpretation Introduction

(a)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(b)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(c)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(d)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

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Answer 5

Chapter C, Problem C.9P

Interpretation Introduction

(a)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(b)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(c)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Interpretation Introduction

(d)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 6

Chapter C, Problem C.9P

Interpretation Introduction

(a)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 7

Chapter C, Problem C.9P

Interpretation Introduction

(a)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The structure for the given molecule is to be drawn.

Concept introduction:

When assigning priorities to substituents, the atom having the greater atomic number has the higher priority. In case of comparison between isotopes, the one having the greater atomic mass gets the higher priority. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged clockwise, the configuration is R. When the fourth priority substituent is pointing away (it is attached by a dash bond) and the first, second, and third priority substituents are arranged counterclockwise, the configuration is S. If the fourth priority substituent is attached by a wedge bond, then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S. If the fourth priority substituent is in the plane of the page, then it is switched with the substituent that points away. Then the clockwise or counterclockwise arrangement of the first, second, and third priority substituents is determined, and that arrangement is reversed before assigning R or S.

When writing the IPUAC name, the R or S designation is written in parenthesis for each asymmetric carbon atom, and hyphens are used to separate those designations from the rest of the IUPAC name.

Answer 14

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Answer 25

Ch. C - Prob. C.1P Ch. C - Prob. C.2P Ch. C - Prob. C.3P Ch. C - Prob. C.4P Ch. C - Prob. C.5P Ch. C - Prob. C.6P Ch. C - Prob. C.7P Ch. C - Prob. C.8P Ch. C - Prob. C.9P Ch. C - Prob. C.10P

Solution Summary: The author explains the structure of (R)-2-bromohexane.

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