4. Drawing Substituted Chairs and Chair Flips(a)For the molecule below (cyclohexanol), on each chair add the alcohol andhydrogen to the carbon indicated with the OH up and the H down.H OH(b),For the molecule 1-bromo-2,4-dimethylcyclohexane, add the missing methylsubstituents to its chair conformer shown below. Only add those substituents (not thehydrogen groups of those stereocenters).CH3BrBr&CH3(c) iDraw the other conformer of 1-bromo-2,4-dimethylcyclohexane that resultsfrom a chair flip. Make the changes that happen in the chair flip, but don't make otherchanges to the molecule. Include all substituents but no other groups.

Answered: Image /qna-images/answer/434e1a4b-2e93-434d-bd9a-be6ae07790d4.jpg

Answered: 4. Drawing Substituted Chairs and Chair…

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...

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C. Using your molecular modeling kit, construct cis-1,4-dimethylcyclohexane. In the space below, draw one of the chair conformations. Label the methyl groups as either axial (a) or equatorial (e). Number the carbons of the cyclohexane ring, perform a chair flip and draw the new chair conformation.
a. For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the most stable conformation and label the substituent groups as axial or equatorial. ( see image) b.Draw and name the seven constitutional isomers (all contain a ring of some size) for cycloalkane, C6H12.
Q2. Answer any TWO of the following parts: (a) Draw the two main conformations that exist for cyclohexane. Explain clearly why one conformer is more stable than the other. Using cis-1-ethyl-3-methylcyclohexane, as an example, explain how ring flipping occurs. Draw both conformers of cis-1-ethyl-3-methylcyclohexane and explain clearly which one predominates. (b) What is polarimetry? The specific rotation of (R)-carvone is - 61°. A chemist prepared a 750 mg mixture of (R)-carvone and its enantiomer in 10 ml of ethanol and placed the solution in a 10 cm polarimeter cell. The observed rotation was - 4.125°. Calculate the specific rotation for the above mixture. What is meant by enantiomeric excess? Then determine the % enantiomeric excess (% ee) in the mixture. (i) (ii) (iii) What % of the mixture is (R)-carvone and (S)-carvone?
1: Draw the chain conformer of... 1a. Cyclohexane, label all the axial and equatorial hydrogens 1b. The most stable conformer of ethylcyclohexane 1c. The most sable conformer of trans-1-tert-butyl-3-methylcyclohexane
It is easy to imagine a cyclohexane as a flat hexagon and a lot of the time we draw it that way. Looking at 1,3,5-triethylcyclohexane we cannot tell the stability of the molecule from looking at the flat 2D drawing. Explain why we need to look at the 3D configuration and what conformation (axial,equatorial) would each of the three ethyl groups be in for the most stable configuration.
...
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?
Two VSEPR diagrams for Molecule 1 are given below. They are conformational isomers or molecules that place atoms differently in space because of the rotation of a single bond. H H H:O H:O Conformer 1 H H H Ö: Conformer 2 3. (a) Can you “see” either of the two conformational isomers (Conformer 1 or Conformer 2) in the line drawing that you drew for Molecule 1? Explain your answer.
3. Draw the chair conformer of cyclohexane. Label the axial hydrogens (Ha) and the equatorial hydrogens (He).
How do you account for the difference in energies between the two staggered conformations of 1,2-dichloroethane? How about for the two eclipsed conformations? Draw all four conformations and, on your drawing, indicate sources of strain – torsional, steric (gauche), steric eclipsed.
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:
4. (a) Draw a skeletal (line-bond) structure for 3,4-dimethylhexane. (b) Draw a sawhorse representation of any staggered conformation of this molecule looking down the carbon-3 to carbon-4 bond. (c) Draw a Newman projection looking down the carbon-3 to carbon-4 bond of the same conformation that you drew as a sawhorse representation.

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