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(Use models to solve this problem.)
(a) Write a conformational structure for the most stable conformation of trans-1,4-diethylcyclohexane and for its mirror image.
(b) Are these structures superposable?
(c) Do they represent enantiomers?
(d) Does trans-1,4-diethylcyclohexane have a stereoisomer, and if so, what is it?
(e) Is this stereoisomer chiral?
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Organic Chemistry, 12e Study Guide/Student Solutions Manual
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- (a) Draw and name all five isomers of formula C3H5F.(b) Draw all 12 acyclic (no rings) isomers of formula C4H7Br. Include stereoisomers.arrow_forward(a) How many stereogenic double bonds are in octa-1,3,5-triene? How many stereocenters are there? Draw and name the four stereoisomers of octa-1,3,5-triene.arrow_forwardThere are four cis,trans isomers of 2-isopropyl-5-methylcyclohexanol:(a) Using a planar hexagon representation for the cyclohexane ring, draw structural formulas for the four cis,trans isomers.(b) Draw the more stable chair conformation for each of your answers in part (a).(c) Of the four cis,trans isomers, which is most stable? (Hint: If you answered thispart correctly, you picked the isomer found in nature and given the name menthol.)arrow_forward
- 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 Mearrow_forward(a) Draw the most stable chair conformers of trans-1,3-diisopropylcyclohexane and trans-1,4-diisopropylcyclohexane. (b) Which is more stable: trans-1,3-diisopropylcyclohexane or trans-1,4-diisopropylcyclohexane?arrow_forwardConsider 1-bromopropane, CH3CH2CH2Br. (a) Which of these is the lowest energy conformation?arrow_forward
- Draw each compound in its most stable conformation(s). Then draw it in its most symmetric conformation, and determine whether it is chiral.(a) 2-methylbutanearrow_forwardConsider 1-bromopropane, CH3CH2CH2Br. (a) Draw Newman projections for the conformations in which -CH3 and -Br are gauche (dihedral angles 60° and 300°).arrow_forward(a) A phenyl group has the molecular formula CH- and is represented by the symbol Bn. True False (b) Para substituents occupy adjacent carbons on a benzene ring. (c) True False (e) 3-Bromobenzoic acid can be separated into cis and trans isomers. True O False (d) 1-Phenylcyclohexene is a planar molecule. True False Benzene, naphthalene, and phenanthrene are polynuclear aromatic hydrocarbons (PAHs). Truearrow_forward
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