5 10 6 6 3 CH3 CH3 Thuy = nl. CH3 6 S 3 C₂ on C2 up eq on 02 da 2

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Ring flipping
●
boat conformation is 36
chair conformation. Thus, the equilibrium favors the chair conformations.
Y
14. Ring Inversion of Substituted Cyclohexane
14.1 Two Chair Conformations of Substituted Cyclohexane Rings
When Ring Flipping Occurs
If a substituent is initially in the axial position, after ring flipping it will be in the
position (and vice-versa).
equatorial
●
Connectivity does NOT change.
Substituents stay on the same side of the ring that they started on!
The cis-trans relationships do NOT change (cis groups stay cis and trans groups stay
trans.)
see 60
5
H3C
Yown
3
6
3
6
1
CH3
CH3
Down ey
2
H
kJ/mol higher in energy than the
=
CH3
our
1 1
6
NOWA
3
5
CH₂ on C2
up eq
on 02 da
f
}
Transcribed Image Text:● boat conformation is 36 chair conformation. Thus, the equilibrium favors the chair conformations. Y 14. Ring Inversion of Substituted Cyclohexane 14.1 Two Chair Conformations of Substituted Cyclohexane Rings When Ring Flipping Occurs If a substituent is initially in the axial position, after ring flipping it will be in the position (and vice-versa). equatorial ● Connectivity does NOT change. Substituents stay on the same side of the ring that they started on! The cis-trans relationships do NOT change (cis groups stay cis and trans groups stay trans.) see 60 5 H3C Yown 3 6 3 6 1 CH3 CH3 Down ey 2 H kJ/mol higher in energy than the = CH3 our 1 1 6 NOWA 3 5 CH₂ on C2 up eq on 02 da f }
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In the given question,  the cyclohexane rings got flipped and substituents changed their orientation. 

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