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prelab 4 - The dichloromethane solvent can then be boiled...

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John Goodson Separation of Benzoic acid, Benzocaine and Fluorenone from a 3-Component Mixture Using Acid-Base Extraction. Introduction: In this experiment, benzoic acid, benzocaine and fluorenone will be isolated from a 3- component mixture using acid-base extraction and the subsequent extractions analyzed for mass and melting point. The mixture, initially dissolved in dichloromethane, will be treated with HCl, which will react with the benzocaine to form a water-soluble ammonium salt, which will dissolve into the aqueous layer. Once extracted, the amine will be regenerated from the ammonium ion by adding a sodium hydroxide a base. Sodium hydroxide will then be added to the original organic solution, since the basic aqueous sodium hydroxide solution will react with the acid benzoic acid to form a water-soluble carboxylic acid, sodium benzoate. Hydrochloric acid is then used to neutralize the base and regenerate the benzoic acid. This will leave the neutral fluorenone as the only compound left in the organic layer.
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Unformatted text preview: The dichloromethane solvent can then be boiled off. The melting point and mass determination of the yielded compounds can be performed using Mel-Temp and weighing techniques. John Goodson Table of Reagents: Safety: Sodium hydroxide is a strong base and can cause damage to skin and severe damage to eyes. Similar with hydrochloric acid, a strong acid, it can cause severe damage to eyes. Always wear goggles and appropriate clothing. Make sure to vent the separatory funnel occasionally during extractions to release built up pressure. Compound Amount mp ( o C) Properties Benzoic Acid 121-123 acidic component Benzocaine 88-90 basic component Fluorenone 82-85 neutral component Dichloromethane 10mL-solvent 1 M Hydrochloric Acid 20mL-solvent 6 M Hydrochloric Acid 5mL-precipitant 1 M Sodium Hydroxide 20mL solvent 6 M Sodium Hydroxide 5mL precipitant- not applicable...
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