For each of the molecules below: (a) Provide the bond line structures (b) Indicate the number of peaks that would be seen in their ¹H-NMR spectra. Number each unique type of hydrogen peaks as shown in the example on the right. (c) Label the diasterotopic and enantiotopic atoms and/or groups. 1. (1R, 4S) 2. (2R,6S) 2,6-dibromo-4,4-dimethylcyclohexanol 4-secbutyl-2,3-diethyl-6,6-dimethylcyclohex-2-enol Example: 1Η 2 O 2 1

For each of the molecules below: (a) Provide the bond line structures (b) Indicate the number of peaks that would be seen in their ¹H-NMR spectra. Number each unique type of hydrogen peaks as shown in the example on the right. (c) Label the diasterotopic and enantiotopic atoms and/or groups. 1. (1R, 4S) 2. (2R,6S) 2,6-dibromo-4,4-dimethylcyclohexanol 4-secbutyl-2,3-diethyl-6,6-dimethylcyclohex-2-enol Example: 1Η 2 O 2 1

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 56GP: Long-range coupling between protons more than two carbon atoms apart is sometimes observed when ...

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