Draw the most stable chair conformation of (trans) 4-chloro-1-isobutylcyclohexane. State whether these two are: CH, CH, a) the same molecule b) different compounds H. Br Br -Br that are not isomers с) constitutional isomers diastereomers enantiomers H- Br H- H d) e) ČH, CH a) How many stereocenters does this compound have? Br b) How many stereoisomers are Cl possible for this compound? Write "most" under the member of each trio which is most stable. Write "least under the member of each trio which is least stable. b) Draw a Fischer projection of meso 3,4-difluorohexane. Which of these two would you expect to be more soluble in water? Why? 2-butanol 3-hexanol Which of these two would you expect to have the higher boiling point? Why? Ethyl methyl ether 1-propanol Write “most" under the most acidic compound. Write "least" under the least acidic compound. of COH

Draw the most stable chair conformation of (trans) 4-chloro-1-isobutylcyclohexane. State whether these two are: CH, CH, a) the same molecule b) different compounds H. Br Br -Br that are not isomers с) constitutional isomers diastereomers enantiomers H- Br H- H d) e) ČH, CH a) How many stereocenters does this compound have? Br b) How many stereoisomers are Cl possible for this compound? Write "most" under the member of each trio which is most stable. Write "least under the member of each trio which is least stable. b) Draw a Fischer projection of meso 3,4-difluorohexane. Which of these two would you expect to be more soluble in water? Why? 2-butanol 3-hexanol Which of these two would you expect to have the higher boiling point? Why? Ethyl methyl ether 1-propanol Write “most" under the most acidic compound. Write "least" under the least acidic compound. of COH

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.49P: Use your answers from Problem 2.48 to complete the table showing correlations between cis,trans and...

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Following is a planar hexagon representation for one isomer of 1,2,4-trimethylcyclohexane. Draw the alternative chair conformations of this compound and state which of the two is more stable.
The diaxial conformation of cis-1, 3-dimethylcyclohexane is approximately 23 kJ/mol (5.4 kcal/mol) less stable than the diequatorial conformation. Draw the two possible chair conformations, and suggest a reason for the large energy difference.
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.
Draw the most stable conformation of 1,4-dichlorobutane, using wedges and dashes to represent bonds coming out of the paper and going behind the paper, respectively.
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Use your answers from Problem 2.48 to complete the table showing correlations between cis,trans and axial,equatorial for disubstituted derivatives of cyclohexane. Draw the alternative chair conformations for the cis and trans isomers of 1,2-dimethylcyclohexane, 1,3-dimethylcyclohexane, 1,4-dimethylcyclohexane. (a) Indicate by a label whether each methyl group is axial or equatorial.
Indicate the relationship between each pair. Choose from: configurational stereoisomers,conformers, constitutional isomers, or different formulas (Each term is used at least twice.)
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5) For the following: a) Draw the "flat" line structure of the following (be sure to indicate stereochemistry) Br OH b) Draw both chair conformations of the following compound. Indicate which form is the most stable H3C°
draw the most stable conformation of (a) ethylcyclohexane (b) 3-isopropyl-1,1-dimethylcyclohexane
Draw the most stable chair conformation of (cis) 1,3-dipropylcyclohexane
Sighting down the Ci-C2 bond axis of 1-bromopentane, Br-CH2-CH2CH2CH»CH3, draw the Newman projection of a) the anti staggered conformation b) the gauche staggered conformation c) the two eclipsed conformations. Which eclipsed structure would you expect to have the highest strain energy?