5. Given the molecule 1,2-dimethyl-4-bromocyclohexane below: CH3 Br" CH3 NOTE: All groups are cis with respect to each other. a. Draw the chair and the flipped chair conformation of the molecule above. Label the chair conformation with "A" and the flipped chair conformation with "B". b. Which of the two: chair or flipped chair is more stable, justify your answer.

5. Given the molecule 1,2-dimethyl-4-bromocyclohexane below: CH3 Br" CH3 NOTE: All groups are cis with respect to each other. a. Draw the chair and the flipped chair conformation of the molecule above. Label the chair conformation with "A" and the flipped chair conformation with "B". b. Which of the two: chair or flipped chair is more stable, justify your answer.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section2.5: Conformations Of Alkanes And Cycloalkanes

Problem 2.9P: Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a)...

See similar textbooks

Similar questions

Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a) Draw hydrogen atoms that are above the plane of the ring on carbons 1 and 2 and below the plane of the ring on carbon 4. (b) Which of these hydrogens are equatorial? Which are axial? (c) Draw the alternative chair conformation. Which hydrogens are equatorial? Which are axial? Which are above the plane of the ring? Which are below it?
Consider 1,2-dimethylcyclohexane.Q: Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable?
2. H3CO H3CO HO 1. Consider the molecule shown below. [1] Draw the two chair conformations for the compound. [2] Identify which of the two chair conformations is more stable and explain why. H3CO Jonoto NH₂ How are the following molecules related? (exactly the same, completely different, constitutional isomers, enantiomers, or diastereomers). OH OH OCH3 HO“ OH H3CO H3CO is content is protected and may not be shared, uploaded of ributed OCH3 HO,,, OH O... "OCH3
For 1,2-dichloroethane: a.Draw Newman projections for all eclipsed conformations formed by rotation from 0° to 360° about the carbon-carbon single bond. b.Which eclipsed conformation(s) has (have) the lowest energy? Which has (have) the highest energy? c.Which, if any, of these eclipsed conformations are related by reflection?
4. a. Draw the two chair conformations for cis-1,4-dimethylcyclohexane. Use the given template. In the conformation on the left, all atoms bonded to carbon 1 have been drawn. You need to complete the rest of the structure. In the conformation on the right, fill in the two boxes at carbon 1 and complete the rest of the structure. CH3 H b. Identify the molecule for which the two chair conformations are expected to have the same energy. Completely fill in the circle in front of your choice. cis-1,3-dichlorocyclohexane cis-1,4-dichlorocyclohexane O trans-1,2-dichlorocyclohexane
3. Draw both chair conformations for the cyclohexane molecule shown below, and circle the most stable conformation (the methyl group is larger than the hydroxyl group). OH H3C
For the following structural formula, pick the structure that accurately represents its MOST STABLE conformation. CH3 H₂Cl... Br Br Br H₂C O D. O B. O C. O A. CH3 A CH3 B CH3 ... Br 주 Br H3C C CH3 H3C CH3 D
Consider 1,2-dimethylcyclohexane.Q: Draw the two possible chair conformations for the trans isomer. Whichconformation, if either, is more stable?
4. Clearly draw both Chair Conformations. of the following molecule Xordin 5. for the Molecule in Question 4 - Circle the lowest energy Chair Conformat. TAM!
2. Draw the two chair conformations for both cis- and trans-2-isopropylcyclohexanol (a planar form is shown below without specifying cis or trans). For each isomer, circle the lower energy chair conformation and also indicate which isomer, the cis or the trans, is the more stable isomer. ОН
By considering viewed through the C-2-C-3 bond, which below conformations of 2,3- dibromobutane show the most stable and the least stable conformation? Clearly explain the reason, why? S CH3 H H Br. H3C, Br H3C Br Br Br H. Br CH3 ČH3 H I II III Br Br H3C, Br H3C H. H3C" H. Br ČH3 IV V
Given the planar trisubstituted cyclohexane, fill in the missing substituents (with H or Cl) to complete the two possible cyclohexane chair conformations. Then, determine the more stable conformer. You might find it helpful to make a model of the cyclohexane to help visualize the chair conformations CI CI H. H chair flip H H. H. H. Answer Bank H. Chair 2 Chair 1