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CH 238 Isoborneol vs Borneol Lab Report 3 - Grade A

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Sandra Watson
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University of Alabama at Birmingham

Organic Chemistry II Lab (CH 238)

Introduction:
Oxidation and reduction reactions are a part of everyday life, in areas such as
fires, rusting metal, and even a banana rotting.1 Not only are they important in everyday
life, they are also important in the aspects of organic chemistry. In this experiment,
oxidation and reduction were observed. Oxidation is the increase of carbon-oxygen
bonds, or a decrease of carbon-hydrogen bonds. Reduction is the decrease of carbonoxygen
bonds, or an increase of carbon-hydrogen bonds.2 Observation of oxidation was
achieved by oxidizing isoborneol to camphor. This was done by using the oxidizing
agent hypochlorous acid to turn the alcohol group into a ketone. This reaction is shown
in figure 1. Reduction was achieved by reducing camphor to isoborneol and borneol.
Camphor was reduced by using the reducing agent sodium borohydride. The ketone
was reduced back to an alcohol. This reaction is shown in figure 2.
If isoborneol is oxidized to camphor, and then camphor is reduced, it will form two
products (isoborneol and borneol) due to the fact that there are two possibilities for a
nucleophilic attack.

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CH 238 Isoborneol vs Borneol Lab Report 3 - Grade A

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