Introduction Experiment 4

Introduction Experiment 4 - intermediate will be protonated...

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Reduction of Camphor Introduction In this experiment, we will be performing a nucleophilic substitution. During this reaction, a nucleophile adds to the electrophilic carbon of the carbonyl group. The nucleophiles electron pair is used to form a new bond to carbon. Therefore, two electrons from the carbon-oxygen double bond must move toward the oxygen atom giving an alkoxide intermediate. The alkoxide intermediate forms two reactions (forming Isoborneol and Borenol). In our reaction, it will form the major product, isoborenol. Camphor will serve as the ketone being reduced by NaBH4 (the hydride source). The
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Unformatted text preview: intermediate will be protonated by water to form, isoborneol. Reaction Table of Reagents Name Melting Point (ºC) Boiling Point (ºC) Density g/mL Molecular Weight g/ mol Structure Camphor 177 207 0.99 152.23 Isoborneol 214 n/a 1.011 g/ mL 154.25 Sodium Borohydride 36 400 0.945 37.83 Methanol-98 64.6 0.791 32.04 Water 100 1.00 18.02 Safety Methanol is toxic to the optic nerve and should be handled with caution. Always wear gloves and goggles while performing this experiment....
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This note was uploaded on 07/19/2009 for the course CHEM 234-54 taught by Professor Morrison during the Spring '09 term at UGA.

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Introduction Experiment 4 - intermediate will be protonated...

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