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Chapter 4: Q60E (page 114)

Question:There are two different substances named trans-1,2-dimethylcyclopentane. What is the relationship between them?

Short Answer

Expert verified

Answer

The two structures are enantiomers.

Step by step solution

01

About trans-1,2-dimethylcyclopentane

The organic chemical compound that contains a cyclopentane ring that bears two methyl groups at 1 and 2 carbon atoms respectively is 1,2-dimethylcyclopentane.

This compound has can adopt many stereochemical geometries.

02

About the trans and cis form

The trans form is for the bulkier group on the opposite side of the stereogenic center and the cis form is for the bulkier group on the same side of the stereogenic center.

03

About the difference

The given structures are mirror images of each other. Both the structures are opposite stereochemistry. The two structures are not superimposable on one another. So the given two structures are enantiomers.

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Most popular questions from this chapter

Name the following compound, identify each substituent as axial or equatorial, and tell whether the conformation shown is the more stable or less stable chair form

Draw two different chair conformations of trans-1,4 dimethylcyclohexane, and label all positions as axial or equatorial.

Each H↔Heclipsing interaction in ethane costs about 4.0 kJ/mol. Howmany such interactions are present in cyclopropane? What fraction of theoverall 115 kJ/mol (27.5 kcal/mol) strain energy of cyclopropane is due totorsional strain?

Why do you suppose an axial cyano (–CN) substituent causes practically no 1,3-diaxial steric strain (0.4 kJ/mol)? Use molecular models to help with your answer.

Cis-decalin is less stable than trans-decalin. Assume that the 1,3-diaxial interactions in cis-decalin are similar to those in axial methylcyclohexane [that is, one CH ↔H interaction costs 3.8 kJ/mol (0.9 kcal/mol)], and calculate the magnitude of the energy difference between cis- and trans-decalin.
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