It is easy to imagine a cyclohexane as a flat hexagon and a lot of the time we draw itthat way. Looking at 1,3,5-triethylcyclohexane we cannot tell the stability of themolecule from looking at the flat 2D drawing. Explain why we need to look at the 3Dconfiguration and what conformation (axial,equatorial) would each of the three ethylgroups be in for the most stable configuration.

The stability of molecules containing a cyclohexane ring can not be explained by the 2-D structure…

Answered: It is easy to imagine a cyclohexane as…

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...

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A 1, 2-cis disubstituted cyclohexane, such as cis-1, 2-dichlorocyclohexane, must have one group axial and one group equatorial. Explain.
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.
I don't understand why the first one and second one are cis and trans respectively. Wouldn't the first one be trans-1,2-dimethylcyclobutane because the torsional strain wouldn't allow the carbons to be in the same conformation. Meaning one of the carbons would be up and then the next would be down and so on. Since both methyl groups are equatorial and the first and second carbons are arranged up and down, wouldn't it be trans. Same logic for the second molecule. Carbon 1, which is attached to the methyl is down, carbon 3 which is attached to the methyl should be down also because of torsional strain, and since both methyl are in axial (or equatorial?), it would be cis. Or is it based off of the way the carbons are positioned in the picture?
The energy difference between a tert-butyl group going from equatorial to axial in a cyclohexane is 18.3 kJ/mol. When two of the carbon atoms are replaced with oxygen atoms (molecule B) the energy difference between the two chair conformations drops to 5.9 kJ/mol. Explain this difference. (Hint: Consider what makes putting groups axial unfavorable).
2)- Determine the total number of conformers of the tetra-substituted cyclohexane structure given below (L.e, Draw the chair conformers of A that are, 6-levels of stability from the most stable of A, the sixth most staat conformer ofA, 9-levels that is unstable from the most unstable of A, and 5-levels of insta from the most unstable of A and the conformers of A that is representative of B. Note, only a total of six structures should be written on your paper. Also, include hydrogen atoms wherever are substituents on all of your chair conformers. Note, a table listing is a requirement for this problerm Answer (Total # of Conformers of A): 6-Levels of stability from the most stable of A: The sixth most stable conformer of A: 9-Levels that is unstable from the most unstable of A 5-levels of instability from the most unstable of A 스 Conformers of A that is representative of B:
In each case below, identify the higest and lowest energy conformations. In cases where two or three conformations are degenerate, choose only one as your anwser. Use Me, H, and Et when drawing the structures.
Citing down the C3-C4 bond, and using the drawings below, complete the Newman projections for all staggered and eclipsed conformations of hexane. Which staggered conformation has the lowest energy? Which eclipsed conformation has the highest energy?
Which of the following is the highest energy chair conformer of the most stable isomer of 1-ethyl-2,4-dimethylcyclohexane? A | B II C) III IV = || ||| > IN
(a) What is the IUPAC name for the following molecule (including absolute configurations if required)? (b) Draw the Newman projections looking down the C3-C4 bond that represent all the three staggered conformations for the molecule shown above. (c) Given that the strain energies below, calculate the strain energies for each conformer and identify which is the most stable. Gauche interaction Strain Energy HOCH3 0.0 kJ mol- HOCH;CH; |0.4 kJ mol- 3.8 kJ mol- | 4.3 kJ mol- CH;CH3 CH;CH2CH3 |CH2CH; CH2CH; 4.6 kJ mol- Newman Projection of Conformer 1 Strain Energy of Conformer 1 Newman Projection of Conformer 2 Strain Energy of Conformer 2 Newman Projection of Conformer 3 Strain Energy of Conformer 3
9) Draw trans-1,3-dichloro cyclohexane in the highest energy conformation.
Is there a difference in the stability of the two cyclohexane conformations?
Draw all constitutional isomers of all-cis ethylmethylisopropylcyclohexane—that is, in which a methyl group (CH3), an ethyl group (CH2CH3), and an isopropyl group [CH(CH3)2] are all bonded to a cyclohexane ring on the same side of the ring’s plane. Which of those isomers do you think is the most stable? Explain

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