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Alkenes and cycloalkanes are structural isomers of each other. Give an example of each using C4H8. Another common feature of alkenes and cycloalkanes is that both have restricted rotation about one or more bonds in the compound, so both can exhibit cis-trans isomerism. What is required for an alkene or cycloalkane to exhibit cis-trans isomerism?

Short Answer

Expert verified

The examples ofC4H8 isomers are But-2-ene andcyclobutane.

REQUIREMENTS:

For an alkene to exhibit cis-trans isomerism, it is important to have different substituents on the two carbon atoms of the double bond. So, the doubly bound carbon atom must have a restricted spin and two non-identical groups.

For cycloalkane to show isomerism, it is important to have two substituents (similar or different) other than hydrogen on the two carbon atoms attached together.

Step by step solution

01

Definition of cis-trans isomerism.

Cis–trans isomerism, also known as geometric isomerism or configurational isomerism, is a chemical word that refers to how atoms are arranged inside molecules.

02

The requirement for an alkene or cycloalkane to exhibit cis-trans isomerism.

The molecular formula of structural isomers is the same, but the connection is different.

The structural isomers alkenes and cycloalkanes of C4H8are shown below.

But--ene is an alkene.

Cyclobutane is a cycloalkane.

  • But-2-ene shows two structural isomers as shown below.
  • Cis-trans isomerism occurs when a molecule's rotation is constrained and each doubly bound carbon atom has two non-identical groups like a hydrogen atom and a methyl group on one carbon as shown below.

  • But in cyclobutane, there are no different substituents on any two carbon atoms and therefore, it does not show cis-trans isomerism.
  • Here, it is important to have two substituents (similar or different) other than hydrogen on the two carbon atoms attached together.
  • The two substituents can be both above the plane (CIS) or one above and one below the plane (TRANS) to show cis-trans isomerism.

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Most popular questions from this chapter

Consider the following four structures:

a. Which of these compounds have the same physical properties (melting point, boiling point, density, and so on)?

b. Which of these compounds are trans isomers?

c. Which of these compounds do not exhibit cis-trans isomerism?

Question: Polycarbonates are a class of thermoplastic polymers that are used in the plastic lenses of eyeglasses and in the shells of bicycle helmets. A polycarbonate is made from the reaction of bisphenol A (BPA) with phosgene:

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  1. Kevlar is used in bulletproof vests and many high strength composites. The structure of Kevlar is


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b. Nomex is a polyamide used in fire-resistant clothing. It is a copolymer of:

Draw the structure of nomex polymers How do the structures of Kevlar and Nomex differ?

Name each of the following.

a.

b.

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d.

Using one of the Lewis structures for benzeneC6H6estimate ΔHfofor(C6H6g) using bond energies and given that the standard enthalpy of formation of C(g) is717kJ/mol. The experimental ΔHfovalue forC6H6(g) is 83 kJ/mol. Explain the discrepancy between the experimental value and the calculated ΔHfovalue forC6H6(g).

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