The Synthesis and Analysis of Aspirin

Introduction

Acetylsalicylic acid is the chemical name for aspirin, the ubiquitous pain reliever. One of the compounds used in the synthesis of aspirin is salicylic acid, which is itself a pain reliever that was known to many ancient cultures, including the Native Americans who extracted it from willow tree bark. Salicylic acid is extremely bitter tasting, and frequent use can cause severe stomach irritation. The search for a milder form of this pain reliever led to the successful synthesis of acetylsalicylic acid by the German chemist Felix Hoffmann in 1893.

Your two primary objectives in this experiment will be to synthesize and analyze aspirin. There is more than one way to synthesize aspirin; in this experiment, you will react acetic anhydride with salicylic acid in the presence of phosphoric acid (which acts as a catalyst).

Objectives

In this experiment, you will

  • Synthesize a sample of acetylsalicylic acid (aspirin).
  • Calculate the percent yield of your synthesis.
  • Measure the melting temperature of your aspirin sample.
  • Conduct a spectrophotometric analysis of your aspirin sample.

Sensors and Equipment

This experiment requires each of the following Vernier sensors and equipment (unless otherwise noted):

Additional Requirements

You may also need an interface and software for data collection. What do I need for data collection?

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The student-version preview includes:

  • Step-by-step instructions for computer and LabQuest data collection
  • List of materials and equipment

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Standards Correlations

No standards correlations for this experiment.

Experiment 16 from Organic Chemistry with Vernier Lab Book

<i>Organic Chemistry with Vernier</i> book cover

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Included in the Lab Book

Vernier lab books include a CD with word-processing files of the student instructions, essential teacher information, suggested answers, sample data and graphs, and more.

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