Organic Lab #9 - Experiment#9 Formation of Acetylsalicylic...

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Experiment #9 Formation of Acetylsalicylic Acid and Copper Aspirinate Purpose The aim of the experiment is to form aspirin from salicylic acid and acetic anhydride and to form copper aspirinate from aspirin and copper acetate. Balanced Equations Formation of Aspirin C 7 H 6 O 3 + C 4 H 6 O 3 —————> C 9 H 8 O 4 + CH 3 COOH H 3 PO 4 Formation of Copper Aspirinate 4 C 9 H 8 O 4 + 2 Cu(CH 3 COO) 2 (H 2 O) —————> C 36 H 28 Cu 2 O 16 + 4 CH 3 COOH + 2H 2 O 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 Salicylic Acid C 7 H 6 O 3 138.12 211 159 1.44 Can cause mutagenic effects 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 Water H 2 O 16.00 100 0 1.00 None
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Copper (II) Acetate Monohydrate Cu(CH 3 CO O) 2 (H 2 O) 199.65 240 115 1.88 Lung and skin irritant Acetylsalicylic Acid C 9 H 8 O 4 180.16 140 135 1.40 May cause allergic reactions Limiting Reagent The limiting reagent is salicylic acid.
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