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.

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter6: Alkanes & Alkenes
Section: Chapter Questions
Problem 4E: Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This...
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
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:
9780618974122
Author:
Andrei Straumanis
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning
SEE MORE TEXTBOOKS