Assume that you have a variety of cyclohexanes substituted in the positions indicated. Identify the substituents as either axial or equatorial. For example, a 1,2-cis relationship means that one substituent must be axial and one equatorial, whereas a 1,2-trans relationship means that either both substituents are axial or both are equatorial. a) 1,6-cis-disubstituted b) 1,2-trans-disubstituted c) 1,3-trans-disubstituted

Assume that you have a variety of cyclohexanes substituted in the positions indicated. Identify the substituents as either axial or equatorial. For example, a 1,2-cis relationship means that one substituent must be axial and one equatorial, whereas a 1,2-trans relationship means that either both substituents are axial or both are equatorial. a) 1,6-cis-disubstituted b) 1,2-trans-disubstituted c) 1,3-trans-disubstituted

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 chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a) Draw hydrogen atoms that are above the plane of the ring on carbons 1 and 2 and below the plane of the ring on carbon 4. (b) Which of these hydrogens are equatorial? Which are axial? (c) Draw the alternative chair conformation. Which hydrogens are equatorial? Which are axial? Which are above the plane of the ring? Which are below it?
Assume that you have a variety of cyclohexanes substituted in the positions indicated. Identify the substituents as either axial or equatorial.For example, a 1,2-cis relationship means that one substituent must be axial and one equatorial, whereas a 1,2-trans relationship means that either both substituents are axial or both are equatorial. a) 1,3-cis-disubstituted b) 1,2-trans-disubstituted c) 1,4-trans-disubstituted
Assume that you have a variety of cyclohexanes substituted in the positions indicated. Identify the substituents as either axial or equatorial.For example, a 1,2-cis relationship means that one substituent must be axial and one equatorial, whereas a 1,2-trans relationship means that either both substituents are axial or both are equatorial.a) 1,6-trans-disubstituted _________both axial onlyboth equatorial onlyboth axial or both equatorialone axial-one equatorialb) 1,5-trans-disubstituted _________both axial onlyboth equatorial onlyboth axial or both equatorialone axial-one equatorialc) 1,4-cis-disubstituted _________both axial onlyboth equatorial onlyboth axial or both equatorialone axial-one equatorial
Consider the substituted cyclohexane shown in the ball-and-stick model.a.Label the substituents on C1, C2, and C4 as axial or equatorial. b. Are the substituents on C1 and C2 cis or trans to each other? c.Are the substituents on C2 and C4 cis or trans to each other? d.Draw the second possible conformation in the chair form, and classify it as more stable or less stable than the conformation shown in the three-dimensional model.
Consider the substituted cyclohexane shown in the ball-and-stick model.a. Label the substituents on C1, C2, and C4 as axial or equatorial.b. Are the substituents on C1 and C2 cis or trans to each other?c. Are the substituents on C2 and C4 cis or trans to each other?d. Draw the second possible conformation in the chair form, and classify it as more stable or less stable than the conformation shown in the three-dimensional model.
Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond: (a) Draw a Newman projection of the most stable conformation. (b) Draw a Newman projection of the least stable conformation. (c) Calculate amount of strains in each conformation.
Assume you have a variety of cyclohexane substrates in the position indicated. For example a 1,2-cis relationship means that the substituents must be axial and equatorial. Choose all the correct answers. 1,3-trans disubstituted cyclohexane →axial, axial /equatorial, equatorial 1,4-cis disubstituted cyclohexane →axial, equatorial /equatorial, axial 1,5-trans disubstituted cyclohexane →axial, equatorial /equatorial, axial 1,5-cis disubstituted cyclohexane →axial, equatorial /axial, equatorial
Draw 1,2,3,4,5,6-hexachlorocyclohexane with a. all the chloro groups in axial positions. b. all the chloro groups in equatorial positions.
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.
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.
Increased substitution around a bond leads to increased strain. Take the four substituted butanes listed below, for example. For each compound, sight along C2-C3 bond and draw Newman projections of the most and least stable conformations. (a) 2-Methylbutane (b) 2,3-Dimethylbutane (a) 2,2-dimethylbutane (c) 2,2,3-Trimethylbutane
Conformer E is a (cis/trans) isomer. A conformational ring flip of conformer E will yield conformer F in which the substituent on carbon 1 will be (axial/equatorial/neither) and the substituent on carbon 3 will be (axial/equatorial/neither). Conformer (E/F) will be more stable.