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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

Convert the following condensed structures into skeletal structures:

a. CH3CH2CH2CH2CH2CH2OH

b. CH3CH2CH2CH2CH2CH3

c.CH3CH2CHCH2CHCH2CH3CH3CH3

d. CH3CH2CH2CH2OCH3

e. CH3CH2NHCH2CH2CH3

f.CH3CH2NHCH2CH2CH3

Why are lower molecular weight alcohols more soluble in water than higher molecular weight alcohols?

Verify the strain energy shown in Table 3.8 for cycloheptane.
  1. Draw all the staggered and eclipsed conformers that result from rotation about the C-2_ C-3bond of pentane.
  2. Draw a potential-energy diagram for rotation about the C-2_C-3bond of pentane through 3600, starting with the least stable conformer.

Draw a skeletal structure for an alkane that has

a. six carbons, all secondary.

b. eight carbons and only primary hydrogens.

c. seven carbons with two isopropyl groups.
See all solutions

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