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. (1R,4S) 4-secbutyl-2,3-diethyl-6,6-dimethylcyclohex-2-enol Example: ¹H ✓ 1 2 2

EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN:9781305446021
Author:Lampman
Publisher:Lampman
Chapter94: Infrared Spectroscopy
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Problem 2P
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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) 4-secbutyl-2,3-diethyl-6,6-dimethylcyclohex-2-enol
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
Example:
1
2
1Η
2
Transcribed Image Text: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) 4-secbutyl-2,3-diethyl-6,6-dimethylcyclohex-2-enol 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 Example: 1 2 1Η 2
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