Organic Chemistry by Solomons, Fryhle and Synder 11th and 12th editions
Chapter 13 Conjugated unsaturated systems

Active-learning Questions (completed individually)

  1.  What is a conjugated unsaturated system? In other words, what is meant by the term conjugated unsaturated? Provide 3 point-form statements.
  2. Use the molecular orbital and the resonance theories to describe the structure of the allyl radical. For each theory provide a series of structure drawings, as well as an illustration of the overall structure of the radical. Label the drawings with arrows to identify the important components, and use short point-form statements to describe what is happening in each drawing.
  3. According to the molecular orbital approach, why is the allyl radical stable (2 point-form statements)?  According to the resonance theory, why is the allyl radical stable (2 point-form statements)? 
    1.  What happens when a substance absorbs ultraviolet or visible light? Provide a diagram in your description. Do not forget to provide the relationship between the energy gap and the wavelength of light absorbed.  Maximum 2 point-form statements.
    2. What does the spectrophotometer measure and what does it produce? Do not describe the process occurring within the instrument itself.  Maximum 2 point-form statements.
    3. Draw and describe the absorption spectrum and its three characteristics. Maximum 4 point-form statements.

Portfolio Questions (completed individually)

  1. Draw structures and provide the names of A, B and C in Figure 4 below.  Show your work.
Roadmap problem
  1. Using Figure 5 below: 
    1. Identify the spectrum of a conjugated unsaturated molecule.  Explain your choice.
    2. Identify the spectrum of an unconjugated unsaturated molecule.  Explain your choice.
    3. Which spectrum is that of a colored compound? What is the color of the compound? Explain.
Figure 5
SectionSubject
13.1Introduction
13.2The stability of the allyl radical (omit Figure 13.1)
13.3The allyl cation (omit Figure 13.2)
13.4Resonance theory revisited
13.5Alkadienes and polyunsaturated hydrocarbons
13.61,3-butadiene: Electron delocalization (omit 13.6C)
13.7The stability of conjugated dienes
13.8Ultraviolet-Visible spectroscopy