4.For each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformations would be both equatorial in one chair conformer and both axial in the other, or one equatorial and one axial in each of the two chair conformers. (a) Cis-1,2- (b) Trans-1,2- (c) Cis-1,3- (d) Trans-1,3- (e) Cis-1,4- (f) Trans-1,4-

4.For each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformations would be both equatorial in one chair conformer and both axial in the other, or one equatorial and one axial in each of the two chair conformers. (a) Cis-1,2- (b) Trans-1,2- (c) Cis-1,3- (d) Trans-1,3- (e) Cis-1,4- (f) Trans-1,4-

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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2. Draw the most stable conformation of the following: (a) trans-1-butyl-3-methylcyclohexane (b) trans-1-t-butyl-4-methylcyclohexane Which isomer is more stable? Why?
2, 3-Di-tert-butyl-1, 3-butadiene exists nearly exclusively in one conformation. What is the conformation and why?
Give answer to all parts?
translate the bond-line notation structure to the Newman projection by filling int the missing groups (A, B, C, D or E) on the lines in the Newman projection so they match the conformation given in the original structure. Circle if the conformation is a staggered or eclipsed.
3 For each compound below, draw two chair conformations. Indicate whether the substituents are axial or equatorial. Indicate which chair conformation is more stable. (you need to draw conformations of the exact molecule, not its mirror image or diastereomer) (a) (b) (c) Et Me Et,, Me Ét Me
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?
Given the structures of the following two tetramethylcyclohexanes: CH3 CH3 CH3 "CH3 CH3 CH3 A В (a) Draw the most stable chair conformation for both A and B. Which structure is lower in energy (most stable)? (b) Ring flip the above structures and draw the least stable chair conformation for both A and B. Which structure is highest in energy (least stable)?
5. (a) Identify the relationship of the two compounds below. (b) Write the most stable chair conformation for each. Br CH₂ and A. identical B. constitutional isomers C. stereoisomers D. unrelated Br CH₂
Please don't provide handwritten solution ...
3B. For each compound below, draw two chair conformations. Indicate whether the substituents are axial or equatorial. Indicate which chair conformation is more stable. (you need to draw conformations of the exact molecule, not its mirror image or diastereomer) (a) (b) (c) Ме Me Et "Et Et Me
(a) Draw the possible Newman projection(s) for the GAUCHE conformation of the C3-C4 bond in 2-methylpentane. (b) Give the IUPAC name for the following compound, including the R,S designation for each stereogenic center.
Determine whether trans-1,2-dimethylcyclopentane contains a chiral center. How many different substituents do you count at atom #(2)?