CHEM:ATOM FOC 2E CL (TEXT)
2nd Edition
ISBN: 9780393284218
Author: Stacey Lowery Bretz, Natalie Foster, Thomas R. Gilbert, Rein V. Kirss
Publisher: WW Norton & Co
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Chapter 9, Problem 9.28QA
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2.
Please consider the two all 'cis' isomers of trimethylcyclohexane drawn below. Draw the
two chair conformers of each stereoisomer below (1 and 2) and calculate their torsional interaction
energies in order to identify the lower energy conformer for each stereoisomer. Based on your
calculations, state which of the two stereoisomers 1 and 2 is less stable and which is more stable.
[1,3-diaxial CH3 CH3 = 3.7kcal/mol; 1,3-diaxial CH3 H = 0.88kcal/mol; cis-1,2 (axial:equatorial) CH3
CH3 = 0.88kcal/mol; trans-1,2-diequatorial CH3 CH3 = 0.88kcal/mol)
all-cis-1,2,3-
1
all-cis-1,2,4-
2
None
What is the mechanism by which the 1,4 product is created? Please draw it by hand with arrows and stuff.
Chapter 9 Solutions
CHEM:ATOM FOC 2E CL (TEXT)
Ch. 9 - Prob. 9.1VPCh. 9 - Prob. 9.2VPCh. 9 - Prob. 9.3VPCh. 9 - Prob. 9.4VPCh. 9 - Prob. 9.5VPCh. 9 - Prob. 9.6VPCh. 9 - Prob. 9.7VPCh. 9 - Prob. 9.8VPCh. 9 - Prob. 9.9QACh. 9 - Prob. 9.10QA
Ch. 9 - Prob. 9.11QACh. 9 - Prob. 9.12QACh. 9 - Prob. 9.13QACh. 9 - Prob. 9.14QACh. 9 - Prob. 9.15QACh. 9 - Prob. 9.16QACh. 9 - Prob. 9.17QACh. 9 - Prob. 9.18QACh. 9 - Prob. 9.19QACh. 9 - Prob. 9.20QACh. 9 - Prob. 9.21QACh. 9 - Prob. 9.22QACh. 9 - Prob. 9.23QACh. 9 - Prob. 9.24QACh. 9 - Prob. 9.25QACh. 9 - Prob. 9.26QACh. 9 - Prob. 9.27QACh. 9 - Prob. 9.28QACh. 9 - Prob. 9.29QACh. 9 - Prob. 9.30QACh. 9 - Prob. 9.31QACh. 9 - Prob. 9.32QACh. 9 - Prob. 9.33QACh. 9 - Prob. 9.34QACh. 9 - Prob. 9.35QACh. 9 - Prob. 9.36QACh. 9 - Prob. 9.37QACh. 9 - Prob. 9.38QACh. 9 - Prob. 9.39QACh. 9 - Prob. 9.40QACh. 9 - Prob. 9.41QACh. 9 - Prob. 9.42QACh. 9 - Prob. 9.43QACh. 9 - Prob. 9.44QACh. 9 - Prob. 9.45QACh. 9 - Prob. 9.46QACh. 9 - Prob. 9.47QACh. 9 - Prob. 9.48QACh. 9 - Prob. 9.49QACh. 9 - Prob. 9.50QACh. 9 - Prob. 9.51QACh. 9 - Prob. 9.52QACh. 9 - Prob. 9.53QACh. 9 - Prob. 9.54QACh. 9 - Prob. 9.55QACh. 9 - Prob. 9.56QACh. 9 - Prob. 9.57QACh. 9 - Prob. 9.58QACh. 9 - Prob. 9.59QACh. 9 - Prob. 9.60QACh. 9 - Prob. 9.61QACh. 9 - Prob. 9.62QACh. 9 - Prob. 9.63QACh. 9 - Prob. 9.64QACh. 9 - Prob. 9.65QACh. 9 - Prob. 9.66QACh. 9 - Prob. 9.67QACh. 9 - Prob. 9.68QACh. 9 - Prob. 9.69QACh. 9 - Prob. 9.70QACh. 9 - Prob. 9.71QACh. 9 - Prob. 9.72QACh. 9 - Prob. 9.73QACh. 9 - Prob. 9.74QACh. 9 - Prob. 9.75QACh. 9 - Prob. 9.76QACh. 9 - Prob. 9.77QACh. 9 - Prob. 9.78QACh. 9 - Prob. 9.79QACh. 9 - Prob. 9.80QACh. 9 - Prob. 9.81QACh. 9 - Prob. 9.82QACh. 9 - Prob. 9.83QACh. 9 - Prob. 9.84QACh. 9 - Prob. 9.85QACh. 9 - Prob. 9.86QACh. 9 - Prob. 9.87QACh. 9 - Prob. 9.88QACh. 9 - Prob. 9.89QACh. 9 - Prob. 9.90QACh. 9 - Prob. 9.91QACh. 9 - Prob. 9.92QACh. 9 - Prob. 9.93QACh. 9 - Prob. 9.94QACh. 9 - Prob. 9.95QACh. 9 - Prob. 9.96QACh. 9 - Prob. 9.97QACh. 9 - Prob. 9.98QACh. 9 - Prob. 9.99QACh. 9 - Prob. 9.100QACh. 9 - Prob. 9.101QACh. 9 - Prob. 9.102QACh. 9 - Prob. 9.103QACh. 9 - Prob. 9.104QACh. 9 - Prob. 9.105QACh. 9 - Prob. 9.106QACh. 9 - Prob. 9.107QACh. 9 - Prob. 9.108QACh. 9 - Prob. 9.109QACh. 9 - Prob. 9.110QACh. 9 - Prob. 9.111QACh. 9 - Prob. 9.112QACh. 9 - Prob. 9.113QACh. 9 - Prob. 9.114QACh. 9 - Prob. 9.115QACh. 9 - Prob. 9.116QACh. 9 - Prob. 9.117QACh. 9 - Prob. 9.118QACh. 9 - Prob. 9.119QACh. 9 - Prob. 9.120QACh. 9 - Prob. 9.121QACh. 9 - Prob. 9.122QACh. 9 - Prob. 9.123QACh. 9 - Prob. 9.124QACh. 9 - Prob. 9.125QACh. 9 - Prob. 9.126QACh. 9 - Prob. 9.127QACh. 9 - Prob. 9.128QACh. 9 - Prob. 9.129QACh. 9 - Prob. 9.130QA
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