Homework Help is Here – Start Your Trial Now!
Science
Chemistry
2. Draw the most stable conformer of the substituted cyclohexane shown below. OCH 3 HOW HO LOCH3 CH3 CH3 Extension: If the -OCH3 stereocentre was inverted (i.e. pointed in the opposite direction) would the resulting compound be more or less stable that the compound shown above? Explain your reasoning. Note this question is NOT asking whether the resulting conformer is more or less stable (it would be less, as the large -OCH3 group would be axial), but rather, the molecule overall. In the current molecule, the 'best case' conformer has 2/3 groups equatorial - the largest group and the smallest group. If the -OCH3 stereocentre was inverted, you could ring-flip to get a conformer that again has 2/3 groups equatorial, this time the largest 2. This would be more stable than the most stable conformer of the original molecule.

2. Draw the most stable conformer of the substituted cyclohexane shown below. OCH 3 HOW HO LOCH3 CH3 CH3 Extension: If the -OCH3 stereocentre was inverted (i.e. pointed in the opposite direction) would the resulting compound be more or less stable that the compound shown above? Explain your reasoning. Note this question is NOT asking whether the resulting conformer is more or less stable (it would be less, as the large -OCH3 group would be axial), but rather, the molecule overall. In the current molecule, the 'best case' conformer has 2/3 groups equatorial - the largest group and the smallest group. If the -OCH3 stereocentre was inverted, you could ring-flip to get a conformer that again has 2/3 groups equatorial, this time the largest 2. This would be more stable than the most stable conformer of the original molecule.

Chemistry
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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
See similar textbooks
icon
Related questions
Question
2. Draw the most stable conformer of the substituted cyclohexane shown below. OCH 3 HOW HO LOCH3 CH3 CH3 Extension: If the -OCH3 stereocentre was inverted (i.e. pointed in the opposite direction) would the resulting compound be more or less stable that the compound shown above? Explain your reasoning. Note this question is NOT asking whether the resulting conformer is more or less stable (it would be less, as the large -OCH3 group would be axial), but rather, the molecule overall. In the current molecule, the 'best case' conformer has 2/3 groups equatorial - the largest group and the smallest group. If the -OCH3 stereocentre was inverted, you could ring-flip to get a conformer that again has 2/3 groups equatorial, this time the largest 2. This would be more stable than the most stable conformer of the original molecule.
Transcribed Image Text:2. Draw the most stable conformer of the substituted cyclohexane shown below. OCH 3 HOW HO LOCH3 CH3 CH3 Extension: If the -OCH3 stereocentre was inverted (i.e. pointed in the opposite direction) would the resulting compound be more or less stable that the compound shown above? Explain your reasoning. Note this question is NOT asking whether the resulting conformer is more or less stable (it would be less, as the large -OCH3 group would be axial), but rather, the molecule overall. In the current molecule, the 'best case' conformer has 2/3 groups equatorial - the largest group and the smallest group. If the -OCH3 stereocentre was inverted, you could ring-flip to get a conformer that again has 2/3 groups equatorial, this time the largest 2. This would be more stable than the most stable conformer of the original molecule.
Expert Solution
steps

Step by step

Solved in 2 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY
SEE MORE TEXTBOOKS