Vernier Software and Technology
Vernier Software & Technology

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 features the following Vernier sensors and equipment.

Option 1

Option 2

Additional Requirements

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

Organic Chemistry with Vernier

See other experiments from the lab book.

1Determining Melting Temperature
2Recrystallization of Benzoic Acid and Aspirin
3Determination of a Boiling Point: Simple and Fractional Distillation
4Identifying an Unknown Analgesic by Melting Temperature and Thin-Layer Chromatography
5Separation of Organic Compounds by Acid-Base Extraction Techniques
6Understanding Polarimetry
7Identification of Organic Unknowns Using Polarimetry
8Investigating Gas Chromatography
9Fractional Distillation of Esters
10Understanding Intermolecular Forces Using a Gas Chromatograph: Enthalpy of Vaporization
11Investigating Thermodynamic Relationships of Substituted Hydrocarbons
12Extraction of Spinach Pigments and Analysis by Electronic Absorption Spectroscopy
13SN1: Synthesis of t-butyl chloride
14SN2: Synthesis of 1-bromobutane
15Observing the Reaction Kinetics of Sucrose with Polarimetry
16The Synthesis and Analysis of Aspirin
17Isolation and Epoxidation of a Natural Product: Limonene
18Synthesizing Ethyl Acetate by Fisher Esterification
19Synthesis of Dibenzalacetone by Aldol Condensation
20The Diels-Alder Reaction of Anthracene with Maleic Anhydride
21Friedel-Crafts Acylation of Ferrocene
22Grignard Formation of Crystal Violet
23Synthesis of Fluorescein
24Synthesis of Methyl Orange and Its Application to Textiles
25Analysis of Natural Products
26Using a Gas Chromatograph: Identifying an Unknown Compound

Experiment 16 from Organic Chemistry with Vernier Lab Book

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

Included in the Lab Book

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

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