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Chapter 3: Q68P (page 138)

Which of the following conformers has the highest energy (is the least stable)?

Short Answer

Expert verified

Compound B has the highest energy and is the least stable.

Step by step solution

01

Step 1: The stereochemistry of the three conformers.

  • All three compounds are diaxial-substituted cyclohexane.
  • The two alternative chair conformations formed after a ring flip are not equally stable when a substituent is added to a cyclohexane ring.
02

The conformer that has the highest energy or is the least stable.

Conformer B has the highest energy and is least stable because:

  • It has di-axial interaction between CH3 and Cl.
  • Di-axial interaction between CH3and Cl is more than between Cl and H or between CH3 and H.

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Most popular questions from this chapter

Verify the strain energy shown in Table 3.8 for cycloheptane.

What is each compound’s systematic name?

Draw the structure for each of the following:

a. 2,2-dimethyl-4-isopropyloctane

b. 2,3-dimethylhexane

c. 4,4-diethyldecane

d. 2,4,5-trimethyl-4-(1-methylethyl) heptane

e. 2,5-dimethyl-4-(2-methylpropyl) octane

f. 4-(1,1-dimethylethyl) octane

Draw the most stable conformer of the following molecule. (A solid wedge points out of the plane of the paper toward the viewer. A hatched wedge points back from the plane of the paper away from the viewer.)

Give each substituent on the nine-carbon chain a common name and a parenthetical name.
See all solutions

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