Alfred Lee 01/31/2015 TA: Zhixun Wang Friday 5:00PM
Discussion – Experiment 3A: Separation and Identification of Organic Unknowns
Unknown #1
Extraction is a separation method that utilizes differences in solubility to separate compounds (1). The purpose of this experiment was to separate three different organic compounds using extraction and then to identify them by using infrared (IR) spectroscopy.
An extraction was carried out on a 750-mg solid mixture containing an acidic, neutral, and basic unknown. In part 1 the solid mixture was first dissolved in 10mL of diethyl ether and then two 10-mL portions of 3M NaOH were added in order to isolate the acidic unknown. In part 2 the same procedure was repeated using 3M HCl in order to isolate the basic unknown. In part 3, the remaining ether solution was washed with brine and dried with anhydrous sodium sulfate, then heated in order to drive off the ether and isolate the neutral unknown.
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The added HCl protonated the basic functional group, giving the basic group a positive charge, which enabled it to dissolve in the aqueous layer to be drained and isolated. Both the acidic and basic unknowns were dried by vacuum filtration for 10-minutes. The neutral solution, dissolved in the organic diethyl ether solvent, was washed with brine to draw out water and dried with anhydrous sodium sulfate. The organic solution was decanted into a beaker and the solvent was boiled off gently. The results of the experiment – mass recovered, percent recovery, and melting range – are summarized
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.
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 primary goal of this laboratory is to correctly identify an unknown substance. To achieve this task, one may use various tests that reveal both chemical and physical properties of a substance. By comparing the results of a known substance and the unknown substance, one may eliminate alternative possibilities and more accurately predict the undisclosed compound. Furthermore, by performing these tests, data can be collected and verified regarding chemical and physical properties of the unknown. Understanding the chemical properties of a known substance aids one’s understanding of the unknown based on comparative analysis of the results of the tests.
Experiment 4A: Determination of a Partition Coefficient for Benzoic Acid in Methylene Chloride and Water, and Experiment 4B: Solvent Extraction I: Acid-Base Extraction Using the System Benzoic Acid, Methylene Chloride, and Sodium Bicarbonate Solution
Experiment 55 consists of devising a separation and purification scheme for a three component mixture. The overall objective is to isolate in pure form two of the three compounds. This was done using extraction, solubility, crystallization and vacuum filtration. The experiment was carried out two times, both of which were successful.
As the acid was being added, the mixture was being stirred over a stir plate. Once completed, the reaction mixture was poured from the round bottom flask into a 500 mL separatory funnel and its top (organic) layer was extracted into another beaker. The bottom (aqueous) layer was placed back into the funnel and extracted twice with 50.0 mL of ethyl ether each. The newly extracted layers were combined and dried over magnesium sulfate (MgSO4). The dried solution was the decanted into a beaker to remove the MgSO4 salts and the product solution was collected via Buchner vacuum filtration. The resulting product was transferred into an Erlenmeyer flask with an inverted beaker on top and stored in a drawer.
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.
Different procedures were used to isolate benzil from the ether layer and benzoic acid from the aqueous layers. To isolate benzil, anhydrous MgSO4 was added to the flask containing the ether layer solution. MgSO4 removes the remaining water in the ether layer solution. After making sure that enough amount of MgSO4 present in the solution, the ether solution was filtered by using gravity filtration. During filtration, MgSO4 was removed from the solution and the ether solution was collected in 25 ml flask. To separate benzil from the filtered ether solution, the beaker containing the ether solution was heated until the ether evaporated. After letting the beaker to cool to room temperature, the mass of the beaker with the benzil crystals was measured. From the combined mass of the beaker and the benzil crystals and from the predetermined mass of the beaker, the mass of the collected crystals was calculated to be 0.266 gram.
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,
The guiding question of this ADI lab was, “What are the identities of the unknown compounds?” The goal of this lab was to understand the relationships between moles and molar mass to find the identity of unknown compounds. The mole can be used to measure small amounts of a substance or is used to convert from unit to unit using dimensional analysis. One mole is equivalent to the molar mass in grams of that substance. If you start with the moles of an unknown substance, multiply it by a given compound’s molar mass, and then divide it by however many moles are in the compound of your choice, you will get the mass of the compound. With that answer you can then compare with mass of the compound in the bag to determine its identity. We first started
Dispense .5 mL water into the already weighed conical vial, replace cap and face insert on its down side.
Three grams of a mixture containing Benzoic Acid and Naphthalene was obtained and placed in 100 ml beaker and added 30 ml of ethyl acetate for dissolving the mixture. A small amount (1-2 drops) of this mixture was separated into a test tube. This test tube was covered and labelled as “M” (mixture). This was set to the side and used the following week for the second part of lab. The content in the beaker was then transferred into separatory funnel. 10 ml of 1 M NaOH added to the content and placed the stopper in the funnel. In the hood separatory funnel was gently shaken for approximately one minute and vent the air out for five seconds. We repeated the same process in the same manner one more time by adding 10ml of 1M NaOH.
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).
Atoms are the basic units of matter and all life is based on them. Life on earth is based on the element carbon. It is a highly versatile atom able to form four covalent bonds with itself or other atoms such as hydrogen and water. Atoms combine to form molecules and those that are carbon based are referred to as organic molecules. Organic molecules occur in four different types in living cells; carbohydrates, lipids, proteins and nucleic acids. They are also known as hydrocarbons due to the presence of both hydrogen and carbon. Carbohydrates are made up of carbon, hydrogen and oxygen in the ratio 1:2:1. They are important sources of energy and are classified in three main groups; monosaccharides, disaccharides and polysaccharides.
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.