Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 25.6, Problem 25.10P

(a)

Interpretation Introduction

To draw: The pictorial representation of given molecule as stable chair conformation and to indicate the red group as axial or equatorial.

Interpretation: The pictorial representation of given molecule as stable chair conformation and the indication of red group as axial or equatorial is to be stated.

Concept introduction: The chair conformations are stable forms of cyclohexane and cyclopentane rings as they are free of strain. The substituents present on cyclohexane and cyclopentane rings are arranged at axial and equatorial positions in chair conformation.

(b)

Interpretation Introduction

To draw: The pictorial representation of given molecule as stable chair conformation and to indicate the red group as axial or equatorial.

Interpretation: The pictorial representation of given molecule as stable chair conformation and the indication of red group as axial or equatorial is to be stated.

Concept introduction: The chair conformations are stable forms of cyclohexane and cyclopentane rings as they are free of strain. The substituents present on cyclohexane and cyclopentane rings are arranged at axial and equatorial positions in chair conformation.

(c)

Interpretation Introduction

To draw: The pictorial representation of given molecule as stable chair conformation and to indicate the red group as axial or equatorial.

Interpretation: The pictorial representation of given molecule as stable chair conformation and the indication of red group as axial or equatorial is to be stated.

Concept introduction: The chair conformations are stable forms of cyclohexane and cyclopentane rings as they are free of strain. The substituents present on cyclohexane and cyclopentane rings are arranged at axial and equatorial positions in chair conformation.

(d)

Interpretation Introduction

To draw: The pictorial representation of given molecule as stable chair conformation and to indicate the red group as axial or equatorial.

Interpretation: The pictorial representation of given molecule as stable chair conformation and the indication of red group as axial or equatorial is to be stated.

Concept introduction: The chair conformations are stable forms of cyclohexane and cyclopentane rings as they are free of strain. The substituents present on cyclohexane and cyclopentane rings are arranged at axial and equatorial positions in chair conformation.

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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**
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