Chapter 4.11, Problem 24ATS

4. Draw the most stable chair conformation of the following disubstituted cyclohexane. Draw carefully positioned intersecting arcs to denote all sources of steric strain for this conformation. CH3 CH3

Q5. Estimate AG (free-energy difference being positive or negative; equilibrium direction) between the stable and unstable chair conformations of the following tri-substituted cyclohexanes and explain your reasoning. CH3 OH OH CH3 OH CH3 F OH CH3 F OH

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 each compound drawn below: a. Draw representations for the cis and trans isomers using a hexagon for the six-membered ring, and wedges and dashes for substituents. b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable? c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable? d. Which isomer, cis or trans, is more stable and why? [1] [2] [3]

Part D. Do the two structures A and B of each pair drawn below represent the same molecule, constitutional isomers, or stereoisomers? If A and B are stereoisomers, further classify them as enantiomers or diastereomers. H3C Structure A H3C HO H3C H3C Br T H H3C H HO H3CC H C Br HC H H H H CH₂Br CH₂CH3 H CH₂CH3 CH₂OH OH H HO G G H HO H HO G CH3 CH3 CH3 Br Hallo H H3C H Structure B H3C CH3 Br WING H Br HOCH₂ CH3 CH3 HO H CH₂OH H CH₂CH3 H CH₂CH3 H H H H H H Gim CH3 H OH "H ·GII. CH3 HO. OH OH CH3 CH3 OH Relationship of A and B

Draw Newman Projections of the following molecule, looking down the C2-C3 bond. Under A, draw the anti conformation, under B, draw a Gauche conformation, under C, draw the least stable eclipsed conformation. A B C

Draw each compound in its most stable conformation(s). Then draw it in its most symmetric conformation, and determine whether it is chiral. trans-1,2-dibromocyclohexane

Answer the following questions and upload your answer. A. Draw the two chair conformations of cis-1-isopropyl-3-methylcyclohexane. Write under your drawing which conformation is the most stable one. B. Would the trans isomer be more stable than the cis isomer? Why?

How many tetrahedral stereogenic centers does PGF2a contain? Draw its enantiomer. How many of its double bonds can exhibit cis-trans isomerism? Considering both its double bonds and its tetrahedral stereogenic centers, how many stereoisomers are possible for PGF2a?