Organic Lab #8

Organic Lab #8 - Wong, Benny 1 Experiment #8 Nitration of...

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Wong, Benny Experiment #8 Nitration of Acetylferrocene Purpose The aim of the experiment is to: form acetylferrocene from ferrocene; purify the product via column chromatography, and to verify the product via TLC. Balanced Equations C 10 H 10 Fe + C 4 H 6 O 3 —————> C 12 H 12 FeO + C 2 H 4 O 2 H 3 PO 4 Reaction Mechanisms Table 1: Physical Properties and Hazards of Chemicals used Molecular Formula Molecular Weight (g/ mol) Boiling Point (ºC) Melting Point (ºC) Density (g/cm 3) Ill Effects Ferrocene C 10 H 10 Fe 186.04 249 174 1.11 Skin and eye irritant, explosive Acetic Anhydride C 4 H 6 O 3 102.09 139.8 -73.1 1.08 Corrosive Phosphoric Acid H 3 PO 4 98.00 158 29.32 1.69 Corrosive Sodium Hydroxide NaOH 40.00 1388 318 2.13 Corrosive; skin and eye irritant 1
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Wong, Benny Limiting Reagent The limiting reagent is ferrocene. Mol reactant ferrocene Mol reactant acetic anhydride required Mol reactant acetic anhydride used Conclusion 1.07 * 10 -3 1.07 * 10 -3 0.021 Acetic anhydride is excess Ferrocene is limiting 1.07 * 10 -3 mol ferrocene * (1 mol acetic anhydride / 1 mol ferrocene) = 1.07 * 10 -3 mol of acetic anhydride required Theoretical Yield Theoretical yield of acetylferrocene is calculated. 1.07 * 10 -3 mol * (1 mol / 1 mol) = 1.07 * 10 -3 mol acetylferrocene 1.07 * 10 -3 mol acetylferrocene * (139.1 g*mol -1 / 1 mol acetylferrocene) = 0.246 g of acetylferrocene Side Reactions Separation Scheme 2
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Wong, Benny Column Chromatography 3
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Wong, Benny The column chromatography set up used a short-stem Pasteur glass pipette as the column. The pipette was clamped vertically. The column was packed via dry packing. A piece of cotton
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Organic Lab #8 - Wong, Benny 1 Experiment #8 Nitration of...

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