Lab 5 - Column Chromatography Separation of Ferrocenes...

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Column Chromatography: Separation of Ferrocenes Experiment #5 Dan Guerra Section: 6 10/14/10 TA: Luke and Yi
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Purpose : The purpose of this experiment is to learn the technique of column chromatography then to use the technique to separate a 1:1 mixture of ferrocene and actylferrocene based upon their differing molecular properties. The purity of the separated compounds will then be tested through TLC, melting point and percent recovery. Results and Discussion: After completing the separation of ferrocene and acetylferrocene, the following data was recorded: Compound Physical appearance Melting point observed (˚C) Actual melting point (˚C) Rf value Percent recovery Beaker #1 Yellow powder 169-171 0.92 104% Beaker #2 Reddish, orange powder 77-81 0.69 253% 1:1 mixture of ferrocene and acetylferrocene 0.69, 0.92 Ferrocene Yellow 173-176 Acetylferrocene Orange 81-86 Compound Band Position (cm -1 ) Functional group Beaker #1 3050 cm -1 (Weak) 2850-2960 cm -1 (Strong) 800 cm -1 (Strong) 1500–1400 cm -1 Aromatic Beaker #2 3050 cm -1 (Weak) 800 cm -1 (Strong) 1640-1690 cm -1 (strong (C=O)) 2850-2960 cm -1 (strong) 1500–1400 cm -1 Aromatic Ketone
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From these results, the identity of the compound in beaker #1 is most likely ferrocene, while the contents of beaker #2 is most likely acetylferrocene. The compound collected in beaker #1 was a yellow colored powder, which is characteristic of the compound ferrocene. The compound collected in beaker #2 was a reddish, orange colored powder, which is characteristic of the compound acetylferrocene. Upon testing the melting points of the two separated compounds, the compound in beaker #1 had an observed melting point that was within several points (3-4˚C) of the actual melting point for ferrocene (173-176 ˚C). The compound in beaker #2 had a
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