Recrystallization Lab

This experiment combined all the knowledge of the previous labs performed throughout the semester. An unknown mixture containing an organic acid or base and an organic neutral compound in nearly equal amounts needs to be separated to its separate components. An understanding of solubility, extraction, crystallization and vacuum filtration is necessary in order to

14 mL of 9 M H2SO4 was added to the separatory funnel and the mixture was shaken. The layers were given a small amount of time to separate. The remaining n-butyl alcohol was extracted by the H2SO4 solution therefore, there was only one organic top layer. The lower aqueous layer was drained and discarded. 14 mL of H2O was added to the separatory funnel. A stopper was placed on the separatory funnel and it was shaken while being vented occasionally. The layers separated and the lower layer which contained the n-butyl bromide was drained into a smaller beaker. The aqueous layer was then discarded after ensuring that the correct layer had been saved by completing the "water drop test" (adding a drop of water to the drained liquid and if the water dissolves, it confirms that it is an aqueous layer). The alkyl halide was then returned to the separatory funnel. 14 mL of saturated aqeous sodium bicarbonate was added a little at a time while the separatory funnel was being swirled. A stopper was placed on the funnel and it was shaken for 1 minute while being vented frequently to relieve any pressure that was being produced. The lower alkyl halide layer was drained into a dry Erlenmeyer flask and 1.0 g of anhydrous calcium chloride was added to dry the solution. A stopper was placed on the Erlenmeyer flask and the contents were swirled until the liquid was clear. For the distillation

Me and my lab partner, obtained a mixture of a un known proportion from the instructor and then flow the guide line in our lab manual to separate the mixture by applying the separation method motioned in our lab manual pages 33-40 . In this experiment, the separation methods were decantation,

There are millions of different organic compounds. Most of them are found in mixtures and in order to achieve a pure form they need to be separated, isolated, and purified. However, there are endless numbers of possible mixtures, which make it impossible to have a pre-designed procedure for every mixture. So chemists often have to make their own procedures. The purpose of this experiment was to prepare the student to the real world by them designing their own procedure which will help them understand the techniques of separation and purification better. The goal was to extract two of the components of the

The objective of this extraction experiment was to achieve a comprehensive understanding, as well as master the practice, of the technique of separating various individual components of a compound.

Abstract: One mixture of two unknown liquid compounds and one mixture of two unknown solid compounds were separated, isolated, purified, and characterized by boiling point. Two liquid unknowns were separated, isolated, and purified via simple distillation. Then, the process of an acid-base extraction and washing were used to separate two unknown compounds into two crude compounds: an organic acid and a neutral organic compound. Each crude compound was purified by recrystallization, resulting in a carboxylic acid (RCO2H) and a pure organic compound (RZ). The resulting mass of the pure carboxylic acid was 1.688g with a percent recovery of 31.80%, the boiling range was 244-245 °C, and its density was 2.0879g/mL. The resulting mass of the pure organic solid was 2.4902g with a percent recovery of 46.91%, the boiling range was 52.0-53.4°C, and its density was 1.5956 g/mL.

The purpose of this experiment is to practice common organic laboratory techniques inside the lab to get one oriented to the basic methods of procedure that can be used for later experiments. This experiment involves the separation of benzoic acid from a more crude form, consisting of benzoic acid, methyl orange, a common acid/base indicator, and cellulose, a natural polymer of glucose (Huston, and Liu 17-24). The technique that is used to perform this separation is called extraction. Extraction is a systematic process of separating mixtures of compounds, taking advantage of the affinity differences of compounds to separate them (Padias 128-37). This technique recognizes the principle that “like dissolves in like,” that is,

In this experiment, a mixture of unknown #3 was used. That mixture had acid, base, and neutral. We added solvent to the unknown. It is important to know the density of the solvent in order to determine which is the aqueous layer and which is the organic layer. If the solvent that has more density than water, so the organic layer will be the lower layer, while if the solvent has lower density than water, the organic layer will be the upper layer. This will make an error if the determination of the layers was wrong after added the strong acid or the strong base. We added 5% HCl to the mixture in order to separate the base in the aqueous layer and form its salt. Same thing, we add 5% NaOH to the mixture in order to separate the acid and form its salt. In order to recover the base, we add 10% NaOH to the HCl extraction. The result will be salt with a base. Same thing for the acid, in order to recovered it, we added 10% HCl. The reaction will give us salt with an acid. For the neutral, we added sodium sulfate as a drying reagent in order to dry water and separate the neutral part as pure.

The crude product was washed by taking the reaction product in the separatory funnel and adding 23 mL of deionized H2O. The mixture was shaken and allowed to settle until layers were observable. The top layer was the desired product and approximately 25 mL of aqueous layer was extracted from the separatory funnel. Next, 25 mL of 5% NaHCO3 was added to the separatory funnel in order to neutralize the acid. This mixture was swirled, plugged with the stopper and inverted. Built-up gas was released by turning the stopcock to its opened and closed positions, releasing CO2 by-product. This was done four times in one minute intervals. The solution was allowed to settle until layers were observable. The bottom layer that contained salt, base and water was extracted from the separatory funnel. The crude product was washed again as mentioned previously.

Objective: The objective of this experiment is to use acid-base extraction techniques to separate a mixture of organic compounds based on acidity and/or basicity. After the three compounds are separated we will recover them into their salt forms and then purify them by recrystallization and identify them by their melting points.

In the separating funnel, a heterogeneous mixture was formed: resulting in an organic layer (top) and a solvent layer (bottom). This effectively allowed the draining of the solvent, in order to isolate the organic layer, the impure ester (1-pentyl ethanoate)

The purpose of this experiment was to use solvent extraction techniques in order to separate a mixture consisting of a carboxylic acid (p-toulic acid), a phenol (p-tert-butylphenol), and a neutral compound (acetanilide). Extraction is the process of selectively dissolving one or more of the compounds of a mixture into an appropriate solvent, the solution that contains these dissolved compounds is called an extract (Manion, 2004).

During this experiment, the process of extraction of a solute from one solvent into a second solvent took place. A sample of Phensuprin, which contains sucrose, acetanilide, and acetylsalicylic acid, is mixed with dichloromethane until the sucrose turns into a solid, leaving the acetanilide and the acetylsalicylic acid in the dichloromethane solution. Then, with the use of a separatory funnel, the dichloromethane solution is mixed with sodium bicarbonate. Two layers’ form, the aqueous layer is cooled and hydrochloric acid is added. Then, using vacuum filtration, the acetylsalicylic acid is collected.

No melting points were measured for benzoic acid. The first method for recrystallization of benzoic acid produced some precipitate, but all of it drained into the vacuum flask during the vacuum filtration. The second method for recrystallization of benzoic acid failed to produce any precipitate; failure of the solution to become cloudy while adding water resulted in an excess of water being added to the solution, reducing the saturation of the solution.

Recrystallization was done to remove impurities from the sample. The percent recovery of benzoic acid during recrystallization is 23.02%. The difference between the pure and impure samples was observed by comparison of melting points. It was found that impure sample had a lower and wider melting point range of 120.1-122.2 (C). The pure sample melting point range was 121.3-122.5 (C). These ranges helped determine purity by comparing the known melting point of pure benzoic acid.