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ASPIRIN SYNTHESIS & ANALYSIS

ASPIRIN SYNTHESIS and ANALYSIS Revised: 12/13/14 ASPIRIN SYNTHESIS & ANALYSIS INTRODUCTION Since ancient times, the bark and leaves of willow trees have been used as a pain killer. The active component, salicylic acid (SA), can, however, cause stomach upset because its acidity (pKa = ) can be higher than the pH of the human stomach (pH ~ 4 after digestion is complete). Figure 1. Salicylic Acid Salicylic acid is a diprotic organic acid with two acidic functional groups: a carboxylic acid and a phenol. (Acidic hydrogen atoms are blue.) In comparison, the monoprotic acetylsalicylic acid (ASA, ASPIRIN ) is less acidic (pKa = ). The reason: an ester has replaced the acidic phenol in ASA.

Aspirin Synthesis and Analysis Revised: 12/13/14 ... Salicylic acid is a diprotic organic acid with two acidic functional groups: a carboxylic acid and a phenol. ... two solution in the middle and right side of the origin line of Plate #2. Synthesis & TLC Development 6. In the fume hood and wearing gloves, combine ~ 1.5 g salicylic acid (record ...

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