ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Chapter 12, Problem 12.19SP

(a)

Interpretation Introduction

To determine: The approximate frequencies for distinctive peaks in the IR spectrum to state whether the product was pure cyclohexene, pure cyclohexanol or a mixture of cyclohexene and cyclohexanol.

Interpretation: The approximate frequencies for distinctive peaks in the IR spectrum to state whether the product was pure cyclohexene, pure cyclohexanol or a mixture of cyclohexene and cyclohexanol are to be explained.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1 and that of conjugated alkenes have 16201640cm1 frequencies.

(b)

Interpretation Introduction

To determine: The reason as to why mass spectrometry might not be a reasonable way to distinguish cyclohexene from cyclohexanol.

Interpretation: The reason as to why mass spectrometry might not be a reasonable way to distinguish cyclohexene from cyclohexanol is to be explained.

Concept introduction: Mass spectroscopy provides a reliable molecular weight for an unknown compound and also gives us the information about the molecular formula as well.

Fragmentation gives the resonance stabilized cations whenever possible. Loss of a small molecule is usually indicated by a fragment peak having an even mass number corresponding to loss of an even mass number.

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