Student's Solutions Manual for Organic Chemistry
Student's Solutions Manual for Organic Chemistry
9th Edition
ISBN: 9780134160375
Author: Leroy G. Wade, Jan W. 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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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Frage
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