(a) Interpretation: The synthesis of the given compound from reagents containing four or fewer carbons is to be shown. Concept introduction: Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow ( ⇒ ). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached. The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

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Answer 1

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Chapter 13, Problem 13.45P

Interpretation Introduction

(a)

Interpretation:

The synthesis of the given compound from reagents containing four or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(b)

Interpretation:

The synthesis of the given compound from any alcohol is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(c)

Interpretation:

The synthesis of the given compound from reagents containing 5 or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences nd functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

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2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

11:14 ... worksheets.beyondlabz.com 3. To check your predictions, click this link for Interpreting NMR Spectra 1. You will see a list of all the - compounds in the spectra library in alphabetical order by IUPAC name. Hovering over a name in the list will show the structure on the chalkboard. The four buttons on the top of the Spectra tab in the tray are used to select the different spectroscopic techniques for the selected compound. Make sure the NMR button has been selected. 4. Scroll through the list of names to find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. **Not all slots must be filled** Peak Chemical Shift (d) Multiplicity 1 2 3 4 5

Answer 2

Question

Chapter 13, Problem 13.45P

Interpretation Introduction

(a)

Interpretation:

The synthesis of the given compound from reagents containing four or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(b)

Interpretation:

The synthesis of the given compound from any alcohol is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(c)

Interpretation:

The synthesis of the given compound from reagents containing 5 or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences nd functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

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Answer 3

Question

Chapter 13, Problem 13.45P

Interpretation Introduction

(a)

Interpretation:

The synthesis of the given compound from reagents containing four or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(b)

Interpretation:

The synthesis of the given compound from any alcohol is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(c)

Interpretation:

The synthesis of the given compound from reagents containing 5 or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences nd functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

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Answer 4

Question

Chapter 13, Problem 13.45P

Interpretation Introduction

(a)

Interpretation:

The synthesis of the given compound from reagents containing four or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(b)

Interpretation:

The synthesis of the given compound from any alcohol is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(c)

Interpretation:

The synthesis of the given compound from reagents containing 5 or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences nd functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

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Answer 5

Chapter 13, Problem 13.45P

Interpretation Introduction

(a)

Interpretation:

The synthesis of the given compound from reagents containing four or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(b)

Interpretation:

The synthesis of the given compound from any alcohol is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Interpretation Introduction

(c)

Interpretation:

The synthesis of the given compound from reagents containing 5 or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences nd functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Answer 6

Chapter 13, Problem 13.45P

Interpretation Introduction

(a)

Interpretation:

The synthesis of the given compound from reagents containing four or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Answer 7

Chapter 13, Problem 13.45P

Interpretation Introduction

(a)

Interpretation:

The synthesis of the given compound from reagents containing four or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The synthesis of the given compound from any alcohol is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The synthesis of the given compound from any alcohol is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences and functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The synthesis of the given compound from reagents containing 5 or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences nd functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The synthesis of the given compound from reagents containing 5 or fewer carbons is to be shown.

Concept introduction:

Retrosynthetic analysis involves considering the reaction sequence in reverse. The analysis starts with the product, determining the precursor that can produce it when the reaction is carried out in the forward direction. The retrosynthesis step, called a transform, does not consider a specific reaction or reaction conditions for the reaction in the forward direction. The transform is represented by an open arrow (⇒). It is a proposed undoing of a single reaction and dissects the target into a simpler precursor. This process is continued till an easily available or easily synthesized precursor is reached.

The synthesis in the forward direction is then determined on the basis of the structural differences nd functional groups to be incorporated or modified. The specific reaction and reaction conditions are determined at this stage.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 13 - Prob. 13.1P Ch. 13 - Prob. 13.2P Ch. 13 - Prob. 13.3P Ch. 13 - Prob. 13.4P Ch. 13 - Prob. 13.5P Ch. 13 - Prob. 13.6P Ch. 13 - Prob. 13.7P Ch. 13 - Prob. 13.8P Ch. 13 - Prob. 13.9P Ch. 13 - Prob. 13.10P

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