The main objective of this experiment was the formation of phenacetin from the synthesis of acetaminophen. This was done through a chemical reaction known as the Williamson ether synthesis using techniques of refluxing, vacuum filtration and recrystallization incorporating a mixed solvent system. A further objective of this experiment was to study the formation of the product (phenacetin). Such validation was completed by using techniques for determining the melting point, calculating percent yield, and IR (infrared spectroscopy) of the resultant product. Our reaction yielded 3.696% of phenacetin product. Hence, the formation of phenacetin via acetaminophen synthesis was not a success. In addition, the poor amount of product formed was not white colored crystals, instead the crystals were of black appearance. A main reason to suggest for the unsuccessful completion of phenacetin could be due to the usage of 2 mL 2.5M sodium hydroxide solution (NaOH)/H2O, instead of the recommended ethanolic sodium hydroxide solution, which was mainly recommended because of the stability and …show more content…
The results were an indicative for expected IR spectrum of pure phenacetin. The IR spectrum showed peaks at (3281.67 cm-1) which indicate the presence of the N=H stretch, (3131.40 cm-1 and 3073.97 cm-1) representing the Sp2 C-H stretches, (2982.26 cm-1, 2927.60 cm-1 and 2885.53 cm-1) expressing the Sp3 C-H stretches, also (1656.82 cm-1) indicating the C=O amide stretch, and finally a wavelength at (1603.51 cm-1) representing the aromatic C=C stretch of the phenacetin molecule, respectively. Such IR spectrum results from phenacetin in comparison with an acetaminophen IR spectrum clearly showed the elimination of the hydroxide (OH) bond present at the acetaminophen molecular structure, which resulted in the IR spectrum not indicating the presence of a strong and broad (alcohol-phenol) band at about 3500 cm-1
As different bonds require different amounts of energy to bend and stretch, they absorb and transmit different amounts of radiation. This data is then collected by the spectrometer and transposed into graph form. The different amounts of absorbance for various functional groups and types of bonds have been established and can be used to identify compounds. Also, an IR spectrum can be compared to known “fingerprint” spectra in order to identify the compound. When compared to the fingerprint spectrum for 1-bromobutane found in Experimental Organic Chemistry, the IR spectrum collected from the data was very similar.
Therefore, liquid-liquid and acid-base extraction techniques were successfully performed to separate the components of the Excedrin tablet. According to the TLC analysis results, the compounds (aspirin, acetaminophen, and caffeine) were successfully isolated from the analgesic (Excedrin tablet). In figure 1, the separation of the compound in the TLC analysis correlates with the TLC analysis in figure 2. Furthermore, Rf index calculations of the TLC analysis demonstrated that the compounds (aspirin, acetaminophen, and caffeine) were separated. The Rf calculations of aspirin in table 1 shows an Rf value of .491; however, in table 2 the Rf value of aspirin was calculated to be .784.
The difference in this chemical and physical properties will aid in their separation. Processes like solubility, gravitational filtration and recrystallization will be used to separate the substances present in Panacetin. The melting and boiling point of the substances will help in concluding on which of these compounds will be presented at the end of experiment. Procedure and observation The Panacetin content was weighed approximately 3.0493g and transferred to the Erlenmeyer flask; 75ml of dichloromethane (CH¬2CL2) was added to the content. The dichloromethane (CH2Cl2) dissolved the sucrose, leaving the active unknown agent and aspirin behind.
Structural Features Acetaminophen is a molecule that is made of twenty atoms; its bonds consist of fourteen single bonds and four double bonds. Acetaminophen is also composed of clusters atoms with groups with names. First of all, part of an acetaminophen atom is a benzene ring. A benzene ring is a ring of six carbon atoms that are connected to each other by three double bonds and three single bonds and unusually all the bond are the same size. In addition, to make sure all the electrons in the outer valence are used the there are hydrogen atoms bonded to stabilize the carbon atoms.
The purpose of this experiment was to understand the pharmacokinetics of the drug acetaminophen within the body, specifically focusing on its partition coefficient, drug protein interaction and its bioavailability through various form of administration. The bioavailability of the drug was determined to be 100% for IV because the drug is injected directly into the systemic circulation in its active form and this is also visible on Figure 4, where the initial concentration of drug is much higher than in PO and IP. For PO and IP administration, the bioavailability was determined to be 72.6% and 39.1%, respectively. This makes sense because both of these type of administration involve the first-pass effect where a portion of the drug is metabolized by peripheral organs, especially the liver in this case, and therefore the amount of active drug reaching the circulation is less. PO administration, however has a much higher content reaching the circulation than IP, because the IP route involves passing through the whole gastrointestinal tract before being absorbed in the liver while the IP route injects the drug into the
The reaction to synthesize benzocaine was known as a Fisher esterification reaction. The Fisher esterification was reaction between alcohol and carboxylic acid in the presence of acid. The reaction was used to form an ester. In the experiment, sulfuric acid acted as a catalyst and necessary for this reaction to occur. There was a change between the –OH group of carboxylic acid to an –OCH2CH3 group in the reaction.
Pages 96-98 in Chemistry 110 Lab Manual. Wilfrid Laurier University, ON, Canada. Abstract: The purpose of this experiment was to determine the level of purity by using the values for melting point and absorbance and chemically synthesizing aspirin by using phosphoric acid as a catalyst.
Inducing Prodigiosin Transposon mutagenesis in Serratia Marcescens Introduction Serratia Marcescens is an opportunistic pathogen, mainly of healthcare facilities but can also be found in many diverse environments. Serratia is a gram negative bacteria which can give it innate resistance to certain antibiotics, especially those that target peptidoglycan cell wall synthesis, due to its outer membrane. In an environment with different microorganisms competing for food Serratia holds a component that gives it another selective advantage. The bacteria contains a red pigment called prodigiosin, that has antibacterial, antifungal, and even antiprotozoal activity.
The purpose of this experiment was to identify the two components of an unknown mixture through diverse experimental techniques such as recrystallization, extraction, melting point, and acid-base reactions. From this, the group to which these two compounds belong to had to be determined. These groups are: Carboxylic Acids, phenols, and neutrals. By determining the melting points of the two unknown compounds, these values were compared to the values of melting points in the chart and the proper compound was selected. For the case of this experiment, the unknown mixture contained, 4-methylbenzoic acid.
In this lab, we tested 8 known ingredients to find what ingredients was in our unknown A and unknown B medications. We first tested the water solubility of our knowns and unknowns. We found that of the knowns, cornstarch and acetaminophen were the only ones not water soluble. The unknowns were also not water soluble. Th next test was the pH test.
If this were to happen, the reaction mixture would produce a completely different reaction or a certain component would have been missing (dissolved) within the reaction mixture. Throughout the heating process, we observed the solid being dissolved, precipitated, and, redissolved. This was able to happen because paracetamol and acetic acid are the byproducts of the primary reaction that occurs when p-aminophenol and acetic anhydride react. This response is completed in three unique solvents; iso-amyl alcohol, water, and 2-propanol. In addition, the reaction can be carried out with or without impurities.
Introduction The purpose of this experiment was to purify acetanilide that was contaminated with relatively small amounts of impurities using recrystallization. The success of recrystallization was dependent on a suitable solvent being chosen and proper recrystallization technique being carried out. The solvent chosen had to have a different polarity than that of the molecule of interest. The technique used was dependent on the solubility of the solvent at higher temperature and the solubility of the impurities at all temperatures.
Upon cooling, it was shaken until no bubbles were formed. 20 mL of each brand of soft drinks was titrated with NaOH solution. 3 drops of phenolphthalein was used as an indicator if it has already completely reacted. The acidity can then be calculated referring on the known concentration and volume of base; and the known volume of acid.
APOMORPHINE AND PARKINSON’S DISEASE History of apomorphine The early reported synthesis of apomorphine was by Arppe in 1845 and later by Matthiesen and Wright in 1869 which involved reacting morphine with hydrochloric acid or sulfuric acid respectively ((Art 2 from 218). Thereafter, apomorphine had found its use in veterinary therapeutics to treat problems associated with behavior of farmyard animals. By 1874, it was known that apomorphine led to emetic effects along with various effects influencing the central nervous system. In medicine, it was recommended as emetic, sedative, as well as treatment for narcotic and alcohol addiction.
In this process,phenolic compounds such as caffeic acid and tannin are extracted from a water fern called azolla mycrophylla, this plant does not have seed or flowers. Both these acids have immense potenial roles Caffeic acid as an antioxidant,anticarcinogenic as well as anti-inflammatory while tannin has been used to treat various diseases along with acting as a shield from external attackers like predators in plants. The extraction procedure started from the crushing of the dried azolla plant material converting it into powderous form so as to mix it with a solvent such as petroleum ether instead of ethanol for further mixing and then it is placed inside a UV sonicator before filteration using a funnel and filter papaer for removal of the plant debris,after using a seperating funnel for seperation it is placed in a rotary evaporator so that the solute and solvent gets seperated as the solvent that had been initially used is seperated out along with drying of the rest of the material which can be further used for the analysis of caffeic acid as well as tannin and for their further analysis using aspectrophotometer. Spectrophotometer analysis gave the exact peaks at the particular wavelengths. These acids have olso