Sunscreens
(sample OCW assignment)

You have entered the realm of Our Chemical World. What does that mean? When you come here you will typically read a brief introduction, go to a web site related to a particular topic, then return here to answer a few simple questions. Great news! This activity earns a few points of extra credit while helping you solidify your understanding of material from Chapters 4 and 5.

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The web site, What’s That Stuff, discusses and explains the chemistry of some everyday materials whose “active ingredients” are simple ionic and covalent compounds. This assignment is focused on the ionic and covalent compounds used in sunscreens.

Click on the link to learn about sunscreens, then come back and answer the questions that follow. Remember, the answers are not necessarily all found in the article, but you should be able to combine the information in the article with the chemical knowledge you now have, information from your lecture notes, and information from your textbook to answer the questions.

Sunscreens

Some materials used as sunscreens are ionic compounds that are prepared in a lotion or cream base. Let's look at the names and formulas of a few of these ionic compounds.
1. Zinc is a transition metal. In C101, we don’t worry about predicting the stable ions that are formed by metals in the d-block. However, if you know that zinc oxide is a compound that has 1 oxide ion for every zinc ion, what must be the charge on the zinc ion? Explain.
 
2.

Chemists use sets of rules to name chemical compounds. However, substances that have been known for a long time are often known by a common name. For example, the systematic name for water (H2O) is dihydrogen oxide. Titanium dioxide, a white pigment that is used in paints and sunscreens, is the common name for TiO2. Although the common name implies that TiO2 is a covalent compound, its melting point is 1855oC. Based on what you know about properties of ionic and covalent compounds, which system (ionic or covalent) should be used to name TiO2? (Hint: Do you need a Roman numeral?) What would the correct systematic name be?

 
3. Explain how a glob of zinc oxide or titanium dioxide cream on your nose keeps you from getting a sunburn.
 
   

 

PABA, an acronym for p-aminobenzoic acid, is a compound that was used for years as a sunscreen. Its structure is shown here. It is a covalently-bonded compound. If you shop the aisles at your local drugstore, you are not likely to find sunscreens containing PABA, although you may find many that highlight the fact that they are "PABA-free."

 

 

PABA
p-aminobenozoic acid

 


For the oxygen indicated by arrow I:
4. How many electron clouds are around this oxygen?
 
5. What is the H-O-C bond angle?
6. What is the geometry (shape) around this oxygen?
 
For the carbon indicated by arrow II:
7. What is the C-C-C bond angle?
8. What is the geometry (shape) around this carbon?
 
For the nitrogen indicated by arrow III:
9. What is the C-N-H bond angle?
10. What is the geometry (shape) around this nitrogen?
 
For the carbon indicated by arrow IV:
11. What is the O-C-C bond angle?
12. What is the geometry (shape) around this carbon?
 

PABA has been replaced by other compounds such as octyl methoxycinnamate (aka OMC or Parsol) shown here. Use the structural formula shown below to answer the questions about OMC.
octyl methoxycinnamate
(aka OMC or Parsol)
13. The lone pairs are not shown in this structure. How many lone pairs are needed and where should they go?
 
14.

What are the bond angles at arrows I, II and IV?

 
15. The formula for OMC is C18H26O3. What is the molar mass of this compound?
 

 


What's That Stuff, a web site maintained by the American Chemical Society, has links to other fun stuff like Cheez Whiz, new car smell, and teeth whiteners. Bookmark it and check it out sometime for fun. (Caution: Geek alert!)

What's That Stuff



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