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 3. (5S,7R) -7-bromo-3,9-diethyl-6,6-dimethylundec-3,8-dien-5-ol 4-secbutyl-2,3-diethyl-6,6-dimethylcyclohex-2-enol Example: ¹H s 2 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 3. (5S,7R) -7-bromo-3,9-diethyl-6,6-dimethylundec-3,8-dien-5-ol 4-secbutyl-2,3-diethyl-6,6-dimethylcyclohex-2-enol Example: ¹H s 2 2 1

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL4: Proton (1h) Nmr Spectroscopy

Section: Chapter Questions

Problem 4E

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