Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)
6th Edition
ISBN: 9781305080461
Author: John C. Gilbert, Stephen F. Martin
Publisher: Brooks Cole
Question
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Chapter 10.7, Problem 11E

(a)

Interpretation Introduction

Interpretation: Absorption associated with the alcohol functional group in the IR spectrum of exo-norborneol should be identified.

Concept introduction:The IR spectrum of compound helps to detect the presence of the functional group in molecule. The functional groups that are present in compound absorb certain IR radiation at a characteristic wavelength or wavenumber. For example, the carbonyl group present in compound shows a characteristic peak around 1700 cm1 in the IR spectrum.

(b)

Interpretation Introduction

Interpretation: The various resonances corresponding to 1H NMR of hydrogen nuclei found in exo-norborneol should be assigned.

Concept introduction:The scale used for the NMR spectrum is delta scale. δ denotes parts per million units. The lower values of δ denote upfield while higher values of δ denote downfield region. Each peak in the NMR spectrum corresponds to distinct hydrogen.

The area within each peak corresponds to the number of equivalent protons found at that chemical shift values.

Spin-spin splitting is observed as a result of the interaction amongst non-equivalent NMR active nuclei. This is independent of the strength of the external magnetic field. The formula to calculate the number of peaks in the 1H NMR spectra is as follows:

  Number of peaks=N+1

Where,

  • N is the number of equivalent protons on the adjacent carbon atoms.

Thus if a fragment is CH2CH3 then it would show a three proton triplet due to CH3 and a two proton quartet in accordance with N+1 the rule.

(c)

Interpretation Introduction

Interpretation: Various resonances to the carbon nuclei in 13C NMR spectrum of exo-norborneol should be assigned.

Concept introduction: The scale used for the 13C NMR spectrum is delta scale with the only difference as that the chemical shift values are much larger. The range lies from δ 0250 denotes parts per million units. The lower values of δ denote upfield while higher values of δ denote downfield region. Each peak in the NMR spectrum corresponds to a distinct carbon.

Thus if a fragment is CH2CH3 then it would show two carbon signals for each of theses carbon.

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Chapter 10 Solutions

Experimental Organic Chemistry: A Miniscale & Microscale Approach (Cengage Learning Laboratory Series for Organic Chemistry)

Ch. 10.2 - Prob. 11ECh. 10.2 - Prob. 12ECh. 10.2 - Prob. 13ECh. 10.2 - Prob. 14ECh. 10.2 - Prob. 15ECh. 10.2 - Prob. 16ECh. 10.2 - Prob. 17ECh. 10.3 - Prob. 1ECh. 10.3 - Prob. 2ECh. 10.3 - Prob. 3ECh. 10.3 - Prob. 4ECh. 10.3 - Prob. 5ECh. 10.3 - Prob. 6ECh. 10.3 - Prob. 7ECh. 10.3 - Prob. 8ECh. 10.3 - Prob. 9ECh. 10.3 - Prob. 10ECh. 10.3 - Prob. 11ECh. 10.3 - Prob. 12ECh. 10.3 - Prob. 13ECh. 10.3 - Prob. 14ECh. 10.3 - Prob. 15ECh. 10.3 - Prob. 16ECh. 10.3 - Prob. 17ECh. 10.3 - Prob. 18ECh. 10.3 - Prob. 19ECh. 10.3 - Prob. 20ECh. 10.3 - Prob. 21ECh. 10.3 - Prob. 22ECh. 10.3 - Prob. 23ECh. 10.3 - Prob. 24ECh. 10.3 - Prob. 25ECh. 10.3 - Prob. 26ECh. 10.3 - Prob. 27ECh. 10.3 - Prob. 28ECh. 10.3 - Prob. 29ECh. 10.3 - Prob. 30ECh. 10.3 - Prob. 31ECh. 10.3 - Prob. 32ECh. 10.5 - Prob. 1ECh. 10.5 - Prob. 2ECh. 10.5 - Prob. 3ECh. 10.5 - Prob. 4ECh. 10.5 - Prob. 5ECh. 10.5 - Prob. 6ECh. 10.5 - Prob. 7ECh. 10.5 - Prob. 8ECh. 10.5 - Prob. 9ECh. 10.5 - Prob. 10ECh. 10.5 - Prob. 11ECh. 10.5 - Prob. 12ECh. 10.5 - Prob. 14ECh. 10.5 - Prob. 15ECh. 10.5 - Prob. 16ECh. 10.5 - Prob. 17ECh. 10.5 - Prob. 18ECh. 10.5 - Prob. 19ECh. 10.5 - Prob. 20ECh. 10.5 - Prob. 23ECh. 10.6 - Prob. 1ECh. 10.6 - Prob. 2ECh. 10.6 - Prob. 3ECh. 10.6 - Prob. 4ECh. 10.6 - Prob. 5ECh. 10.6 - Prob. 6ECh. 10.6 - Prob. 7ECh. 10.6 - Prob. 8ECh. 10.6 - Prob. 9ECh. 10.6 - Prob. 10ECh. 10.6 - Prob. 11ECh. 10.6 - Prob. 12ECh. 10.6 - Prob. 13ECh. 10.6 - Prob. 14ECh. 10.6 - Prob. 15ECh. 10.6 - Prob. 16ECh. 10.6 - Prob. 17ECh. 10.6 - Prob. 18ECh. 10.6 - Prob. 20ECh. 10.6 - Prob. 21ECh. 10.6 - Prob. 22ECh. 10.6 - Prob. 23ECh. 10.6 - Prob. 24ECh. 10.6 - Prob. 25ECh. 10.6 - Prob. 26ECh. 10.6 - Prob. 28ECh. 10.6 - Prob. 29ECh. 10.6 - Prob. 30ECh. 10.7 - Prob. 1ECh. 10.7 - Prob. 2ECh. 10.7 - Prob. 3ECh. 10.7 - Prob. 4ECh. 10.7 - Prob. 5ECh. 10.7 - Prob. 6ECh. 10.7 - Prob. 7ECh. 10.7 - Prob. 8ECh. 10.7 - Prob. 9ECh. 10.7 - Prob. 10ECh. 10.7 - Prob. 11ECh. 10.7 - Prob. 12ECh. 10.8 - Prob. 1ECh. 10.8 - Prob. 2ECh. 10.8 - Prob. 4ECh. 10.8 - Prob. 5ECh. 10.8 - Prob. 6ECh. 10.8 - Prob. 7ECh. 10.8 - Prob. 8ECh. 10.8 - Prob. 9ECh. 10.8 - Prob. 10ECh. 10.8 - Prob. 11ECh. 10.8 - Prob. 12ECh. 10.8 - Prob. 13ECh. 10.8 - Prob. 14ECh. 10.8 - Prob. 15E
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