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Chapter 4: Q.18. (page 128)

Question: Rank the following conformations in order of increasing energy.

Short Answer

Expert verified

Answer

The increasing order of the energy isD<A<B<C .

Step by step solution

01

Staggered and eclipsed conformation

The energy of a conformation is based on its structure. Energy is based on the stability or repulsion of the groups. The conformation that is stable has less energy as compared to the unstable conformation.

02

Explanation for the order of energy

Compounds A and D are staggered conformation. The energy of staggered conformation is less than the eclipsed conformation as there would be less repulsion between the bulky groups.

Compound D is more stable than compound A as it has less repulsion between the bulkier groups. The energy of compound D is the least. Thus, the order is D<A .

Compounds B and C have eclipsed conformation. There would be more repulsion between the bulkier groups (methyl-ethyl) in compound C compared to compound B (ethyl -hydrogen). Thus, the energy of compound B is less than that of C.

The increasing order of energy is mentioned below:

D<A<B<C

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Most popular questions from this chapter

Question: Draw the two possible chair conformations for cis-1,3-dimethylcyclohexane. Which conformation, if either, is more stable?

Question: Draw the three constitutional isomers having molecular formula C7H14that contain a five-membered ring and two methyl groups as substituents. For each constitutional isomer that can have cis and trans isomers, draw the two stereoisomers.

Question: Consider rotation around the carbon-carbon bond in 1,2-dichloroethane (ClCH2CH2Cl).

a.Using Newman projections, draw all of the staggered and eclipsed conformations that result from rotation around this bond.

b. Graph energy versus dihedral angle for rotation around this bond.

Question: Classify each pair of compounds as constitutional isomers, stereoisomers, identical molecules, or not isomers of each other.

a.

b.

c.

d.

Question: Draw the structure for each compound using wedges and dashed wedges.

  1. cis-1,2-dimethylcyclopropane
  2. trans-1-ethyl-2-methylcyclopentane
See all solutions

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