| Organic Chemistry by Solomons, Fryhle and Synder 11th and 12th editions |
| Chapter 14 Aromatic compounds |
Active-learning Questions (completed individually)
- Describe the structure of benzene in terms of the two
theories provided.
- Why is the benzene molecule more stable than simply the
hypothetical 1,3,5-cyclohexatriene?
- What is Hückel’s rule? Describe, with the use of an
example, the four (4) criteria a compound must possess to be considered
aromatic? Omit the polygone method.
- Choose
one (1) example of an aromatic compound from
among the following: benzenoid aromatic compounds, graphite, fullerene,
carbon nanotubes,
heterocyclic aromatic compounds, and aromatic compounds in
biochemistry. Describe its structure and its
importance/significance.
Each team must choose a different example
and will give their explanation to the class on the white board.
Portfolio Questions (completed individually)
- How
do the ultraviolet rays (all together) affect our DNA at the molecular level? Provide
one (1) negative AND one (1) positive physiological effect
of the ultraviolet rays (UVA or UVB).
-
List the active sun-blocking
ingredients in the sunscreen Ombrelle
kids SPF 50+ water resistant (40 min).
-
These ingredients can be divided into
general two categories. What are they and how does each perform their function?
- For each organic ingredient:
-
Draw its structure and indicate
whether it protects against the UVA or UVB rays.
-
Indicate its wavelength of maximum
absorbance (
max). - Identify and provide the name the different
classes of organic compounds present in the molecules (e.g. 1° aliphatic
alcohol), as well as the conjugated unsaturated regions (circle it with a different
color).
- Indicate its EWG score. Environmental
Working Group (EWG) has created a Skin Deep Cosmetics Database (https://www.ewg.org/skindeep/) to
allow us to protect ourselves from everyday exposures to chemicals in many
cosmetics and personal care products. Its
score helps to assess the potential hazards and health concerns for many ingredients
and products.
- Provide one health concern or risk.
- You may find useful information on PubChem (https://pubchem.ncbi.nlm.nih.gov/)
and Drugbank (https://www.drugbank.ca/).
- How are sunscreens an
application of the three important concepts: aromatic systems, conjugated
unsaturated systems, as well as UV-Vis spectroscopy?
|
| Section | Subject |
| 14.1 | The discovery of
benzene |
| 14.2 | Nomenclature of
benzene derivatives |
| 14.3 | Reactions of benzene |
| 14.4 | The Kekulé structure
for benzene |
| 14.5 | The thermodynamic
stability of benzene |
| 14.6 | Modern theories of
the structure of benzene (omit Figure 14.4) |
| 14.7 | Hückel’s rule: The 4n
+ 2 electron rule (omit 14.7A, C, D, E) |
| 14.8 | Other aromatic
compounds (read only) |
| 14.9 | Heterocyclic aromatic
compounds (read only) |
| 14.10 | Aromatic compounds in
biochemistry (read only) |
| 14.11 | Spectroscopy of
aromatic compounds (omit 14.11 A, B, E) |
| The
chemistry of…Sunscreens (catching the sun’s rays and what happens to them) – p 656 (11th edition), p 648 (12th edition) |