O-Chem Experiment 28

O-Chem Experiment 28 - Experiment 28 1 Compound MM g/mol...

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Experiment 28: 1) Compound MM g/mol Melting Point °C Boiling Point °C Density g/cm 3 Solubility Flammable Toxicity Baker’s Yeast Enzyme 1-phenyl-1,2 propanedione 152.19 -89-91 103-105 1.101 - - - Tert- Butyl Methyl Ether 88.15 -109 55.2 0.74 - Flammable Moderate Anhydrous Magnesium Sulfate 120.366 1124 °C - 2.664 0.116 g/L Non- Flammable Slight Cyclohexane 84.16 - 80.74 0.779 Immiscible Flammable Slight 2) Stereoisomers of 1-phenyl1,2-propendiol 3) The two alpha-ketones have different chemical shifts however the best way to tell is through observing the aromatic hydrogen’s. For first figure, there are two 2 aromatic hydrogen’s that are multiplits with a chemical shift of 7.6-8.0 and the other 3 hydrogen’s are also multiplits with a chemical shift of 7.2-7.6 ppm. The second figure has 5 aromatic hydrogen’s, all singlets with a chemical shift of 7.2. For the IR, you would see a difference with the two C=O. The first figure has the C=O attached to an aromatic ring and a alkyl group, the frequency would be around 1690. The second figure has the C=O attached to two alkyl groups, the frequency would be around 1715. 4) The way to distinguish from the final diol and intermediate ketone is that the diol has two singlet OH’s at a chemical shift of 3.2 ppm. The intermediate alpha- ketone has one OH group with a chemical shift of either 3.6 or 4.0. Also. Between the intermediate and the product the multiplicity of the other hydrogen’s will change. 5) In general, least polar compound is going to have the lowest R f value and the most polar is going to have the highest R f value. The diketone is going to come out first. This is because since it has no OH group, it is
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O-Chem Experiment 28 - Experiment 28 1 Compound MM g/mol...

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