An efficient synthesis of pheromone ( 4-methyl-3-heptanol ) from alcohols of five carbon atoms or fewer is to be suggested. Concept Introduction: Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone , or a carboxylic acid depending upon the type of alcohol that is been used. A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group. A secondary alcohol is oxidized to a carbonyl compound containing a keto group. Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds. Phosphorous tribromide converts alcohols to alkyl bromides. Aldehydes on reactions of Grignard reagents yield secondary alcohols.

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Answer 1

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Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction

Interpretation:

An efficient synthesis of pheromone (4-methyl-3-heptanol) from alcohols of five carbon atoms or fewer is to be suggested.

Concept Introduction:

Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone, or a carboxylic acid depending upon the type of alcohol that is been used.

A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group.

A secondary alcohol is oxidized to a carbonyl compound containing a keto group.

Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds.

Phosphorous tribromide converts alcohols to alkyl bromides.

Aldehydes on reactions of Grignard reagents yield secondary alcohols.

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Done 11:14 ⚫ worksheets.beyondlabz.com 5 (a). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 6 5 (b). Using the peak information you listed in the tables for both structures, assign each peak to that portion of the structure that produces the peak in the NMR spectrum. Draw this diagram on your own sheet of paper and attach the sketch of your drawing to this question. Question 7 6. Are there any differences between the spectra you obtained in Beyond Labz and the predicted spectra? If so, what were the differences? <

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**

Answer 2

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction

Interpretation:

An efficient synthesis of pheromone (4-methyl-3-heptanol) from alcohols of five carbon atoms or fewer is to be suggested.

Concept Introduction:

Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone, or a carboxylic acid depending upon the type of alcohol that is been used.

A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group.

A secondary alcohol is oxidized to a carbonyl compound containing a keto group.

Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds.

Phosphorous tribromide converts alcohols to alkyl bromides.

Aldehydes on reactions of Grignard reagents yield secondary alcohols.

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Answer 3

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction

Interpretation:

An efficient synthesis of pheromone (4-methyl-3-heptanol) from alcohols of five carbon atoms or fewer is to be suggested.

Concept Introduction:

Alochol on oxidation yields a carbonyl compound. The resulting carbonyl compound is an aldehyde, ketone, or a carboxylic acid depending upon the type of alcohol that is been used.

A primary alcohol is oxidized to a carbonyl compound containing an aldehyde group.

A secondary alcohol is oxidized to a carbonyl compound containing a keto group.

Pyridinium chlorochromate (PCC) in dichloromethane, pyridinium dichromate (PDC) in dichloromethane are used in oxidizing primary and secondary alcohol to carbonyl compounds.

Phosphorous tribromide converts alcohols to alkyl bromides.

Aldehydes on reactions of Grignard reagents yield secondary alcohols.

Expert Solution & Answer

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Check out a sample textbook solution

See solution

Answer 4

Question

Definition Definition Class of organic compounds that contain a carboxyl group ( - COOH ) and has a general formula R - COOH or R - CO 2 H , where R refers to the alkyl, alkenyl, aryl, or other groups. They can undergo different chemical reactions, such as acid-base reactions, esterification, and oxidation. These are essential components of living organisms, playing important roles in metabolic processes, signaling, and as pharmaceuticals.

Chapter 16, Problem 30P

Interpretation Introduction