4. Perform a conformational analysis on cyclohexane derivative I. Draw out both possible conformers and circleUsing A, U, and G values estimate the energy difference (DG)the preferred (lowest energy) conformerbetween the two conformers and predict the approximate ratio of the two conformers at room temperatureHj CBrcyclohexane I

The explanation is given below-

Answered: 4. Perform a conformational analysis on…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter7: Cycloalkanes

Section: Chapter Questions

Problem 5E

See similar textbooks

Similar questions

Fill in the blanks: cis-1,3-Dimethylcyclohexane has two different chair conformations: one withboth methyl groups in __________ positions and one with both methyl groups in ____________ positions.
Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This group is called an ethyl group and can be considered a sphere about twice the sizeof a methyl group. Draw the following Newman projections sighting down the C1C2 bond... a. The lowest potential energy conformation. b. The highest potential energy staggered conformation.
Gibbs free energy differences between axial-substituted and equatorial-substituted chair conformations of cyclohexane were given in Table 2.4. (a) Calculate the ratio of equatorial to axial tert-butylcyclohexane at 25C. (b) Explain why the conformational equilibria for methyl, ethyl, and isopropyl substituents are comparable but the conformational equilibrium for tert-butylcyclohexane lies considerably farther toward the equatorial conformation.
Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.
Construct the chair structures with the molecular models for trans-1-ethyl-3-methylcyclohexane. Find the energy of each conformer, the equilibrium constant Keq, and the percentage of each conformer at 25oC. Indicate which conformer is more stable.
Perspective drawings of Chair and Boat Conformers fo Cyclohexane (C6H12). Note it is impossible to place all the carbons in the same plane without straining the bonds. Take two opposite carbons and pull both of them up to make one conformation adn then pull one of them down to make the other conformation. Can you inercovert one conformer int othe other without breaking any bonds? Explain why these represent conformers and not isomers.
1 F1 Q @ 2 F2 W Draw the two chair cyclohexane conformations for the compound shown below. How many substituents are axial in the less stable conformation? >> F10 #3 3 C/ "CI 00 01 02 03 A Moving to another question will save this response. 80 F3 F4 ㅎ... E S4 $ R % 5 F5 T MacBook Air F6 6 Y & 7 F7 U * 00 8 DII F8 ( 9 F9 ) 0 1 I P
5. Draw Newman projections of all of the major conformations of 2,3,5-trimethylhexane, sighting along the C2-C3 bond. Identify the most stable and least stable conformations.
Is there a difference in the stability of the two cyclohexane conformations?
Consider a Newman Projection for 2,2,3-trimethylbutane. Which of the following is true? The least stable conformation of the molecule has 22 kJ/mol of straih energy. The least stable conformation has 28 kJ/mol of torsional strain energy. The most stable conformation of the molecule has two gauche butane interactions with 7.6 kJ/mol of strain energy. The most stable conformation of the molecule has no torsional strain interactions. O O O O
Consider pentane, C5H12. Looking through the internal C3-C4single bond, draw thesix Newman projections (where the angle between two bonds as you look through the C3and C4bond is either 0°or 60°of the different conformations. Label the conformers/rotamers using I, II, etc. a.Which conformer is the most stable? the least stable? b.Which rotamer is the anticonformer? the gaucheconformer? c.Draw the anticonformer in saw horse projection.
Analyze the two Newman projections and determine the relationship between the two. How would you describe the relation between conformations when they are maintained at a temperature too low to permit them to interconvert? CH3 CH3 Br. H H H H A. Identify the relationship. They are identical. They are structural isomers. They are stereoisomers. They are conformers. H H -I H Br H B. What is the relationship at low temperatures? They are identical. They are conformational diastereomers. They are structural isomers. They are conformational enantiomers.

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

Organic Chemistry: A Guided Inquiry

Chemistry

ISBN:

9780618974122

Author:

Andrei Straumanis

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

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

Publisher:

Cengage Learning

Organic Chemistry

Chemistry

ISBN:

9781305080485

Author:

John E. McMurry

Publisher:

Cengage Learning

SEE MORE TEXTBOOKS