Experiment 7

Experiment 7 - Experiment#7 Baeyer-Villager Oxidation...

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Experiment #7 Baeyer-Villager Oxidation March 13, 2009
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Balanced Reactions: 4-t-butylcyclohexanone to γ-t-butyl-ε-caprolactone using m-chloroperoxybenzoic acid (m-CPBA) under solvent-free conditions i Results and Discussions: Baeyer-Villiger reaction was done to convert a cycloketone to a clycloester. 0.5 grams of ketone was added to chlorobenzoic acid and the resulting product was extracted with ether and washed with aqueous sodium bicarbonate and heated to remove ether. IRs, melting points, and mass of product were measured. Data: Observations Sample Melting Point Range IR Values Percent Yield γ-t-butyl-ε-caprolactone 41.9-44.1 ( 53 - 56 deg C expected) ii Peak at 2965.14, 2879.46, and 1733.60 24% 4-t-butylcyclohexanone Peaks at 2964.44, 2867.64, 1716.76 m-chloroperoxybenzoic acid (m-CPBA) Peaks at 3207.47, 954.52, 1712.70
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IR Spectra: Attached Figure 1: 4-t-butylcyclohexanone Figure 2: γ-t-butyl-ε-caprolactone Figure 3: m-chloroperoxybenzoic acid (m-CPBA) Figure 4: 4-t-butylcyclohexanone accepted
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Experiment 7 - Experiment#7 Baeyer-Villager Oxidation...

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