Are my chair conformations correct? What about the energies of each conformation according to the table?

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Are my chair conformations correct? What about the energies of each conformation according to the table?
1
H.
Strain of one H-X
1,3-diaxial interaction
Energy difference (AG)
between axial and equitorial
(kcal/mol)
(kcal/mol)
0.1
0.2
CI
0.25
0.5
Br
0.3
0.6
0.5
1.0
CH3
0.9
1.8
CH2CH3
0.95
1.9
CH(CH3)2
1.05
2.1
C(CH3)3
2.7
5.4
CO2H
0.7
1.4
CN
0.1
0.2
H-H eclipse = 1 kcal/mol
H-CH3 eclipse = 1.3 kcal/mol
CH3-CH3 eclipse 3 kcal/mol
CH3-CH3 gauche 0.9 kcal/mol
Transcribed Image Text:1 H. Strain of one H-X 1,3-diaxial interaction Energy difference (AG) between axial and equitorial (kcal/mol) (kcal/mol) 0.1 0.2 CI 0.25 0.5 Br 0.3 0.6 0.5 1.0 CH3 0.9 1.8 CH2CH3 0.95 1.9 CH(CH3)2 1.05 2.1 C(CH3)3 2.7 5.4 CO2H 0.7 1.4 CN 0.1 0.2 H-H eclipse = 1 kcal/mol H-CH3 eclipse = 1.3 kcal/mol CH3-CH3 eclipse 3 kcal/mol CH3-CH3 gauche 0.9 kcal/mol
2. Draw both chair conformations of the compounds below. In each case, calculate the
energy difference between the two chair conformers and indicate which is more stable or if
both are equal in energy. (18 total pts)
a) Checlk wikk ook
Moke Stable
OH
H3C
H.
H.
OH
H
E 2
E -1.8
AG=,2
b)
2.7
C (CH)s
1.7
CHs
27
E-5.4
CH3
Gqual
Transcribed Image Text:2. Draw both chair conformations of the compounds below. In each case, calculate the energy difference between the two chair conformers and indicate which is more stable or if both are equal in energy. (18 total pts) a) Checlk wikk ook Moke Stable OH H3C H. H. OH H E 2 E -1.8 AG=,2 b) 2.7 C (CH)s 1.7 CHs 27 E-5.4 CH3 Gqual
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