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Phenacetin, a widely used analgesic and antipyretic, has been synthesized through a meticulous experimental procedure. This essay delves into the detailed experimental steps, followed by an in-depth discussion of the obtained results and concludes with an analysis of the overall synthesis process.
The synthesis commenced with the preparation of sodium metal, crucially dried to eliminate any oil residues, and then cut into small pieces. A 100cm3 round bottom flask, placed on a cork ring atop a balance, served as the vessel for the ensuing reaction.
The flask was meticulously dried and tarred sodium metal (0.6g) was placed into it. Equipped with a dry reflux condenser, the apparatus was then prepared for the addition of industrial methylated spirits (IMS, 15cm3).
Upon complete dissolution of sodium, para-acetamidophenol (3.5g) was introduced into the reaction mixture. To facilitate the reaction, ethyl iodine (3.0cm3) was gradually added through the top of the condenser. This initiated a 20-minute reflux, maintaining the mixture at elevated temperatures.
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Subsequently, the reaction mixture underwent further processing in a rotary evaporator to remove any excess solvent, ensuring the purity of the emerging product.
Distilled water (40cm3) was judiciously added to the reaction mixture, and the flask was placed in an ice bath until crystallization occurred. The resulting crude product was subjected to vacuum filtration, with filtrates being washed minimally with cold water to remove impurities. The collected product was left to dry thoroughly, ensuring the removal of any remaining solvent.
Subsequent to the drying process, the product was placed in a beaker, and aqueous methylated spirit (IMS) was added to facilitate dissolution while the mixture was heated.
After cooling, the mixture underwent additional crystallization in an ice bath. The resulting crystals were collected through vacuum filtration and subsequently dried in a vacuum oven at 40 degrees Celsius. The mass of the crystals was accurately calculated, and the melting point was determined to assess the purity of the synthesized phenacetin.
The experimentation yielded a percentage yield of 84.33%, falling within the expected range of 65-85%. It is imperative to note that during the filtration process, the liquid was still undergoing recrystallization, potentially impacting the overall percentage yield. This phenomenon may be attributed to incomplete crystallization within the solvent, necessitating an extended duration for the mixture to stand to ensure complete recrystallization.
The recorded melting point for the synthesized phenacetin product, ranging from 133.7 to 134.3 degrees Celsius, was moderately higher than the literature value of 134-137 degrees Celsius for pure phenacetin. Several factors could contribute to this discrepancy. Impurities within the product or incomplete drying might lead to a higher melting point. However, the observed difference falls within a small margin of 0.15%, suggesting a minor measurement error rather than impurities. To further validate the purity of the product, impurity checks can be employed, such as mixing the product with pure phenacetin and observing any change in melting point.
It is crucial to acknowledge that the synthesis process involves a series of intricate steps, each impacting the final product. The choice of reagents, reaction conditions, and purification methods significantly influences the outcome. The successful synthesis of phenacetin, as demonstrated in this experiment, provides valuable insights into the importance of careful procedural considerations for obtaining a high-quality product.
In conclusion, the synthesis of phenacetin through the experimental procedure outlined herein resulted in a final crude product weighing 3.50g. The obtained melting point range of 133.7-134.3 degrees Celsius, though slightly higher than the literature value, indicates a reasonably pure product. The overall percentage yield of 84.33% falls within the expected range, affirming the success of the synthesis process. This experiment not only provides a practical demonstration of organic synthesis techniques but also emphasizes the importance of meticulous procedural steps in obtaining a high-quality product.
While this synthesis achieved a satisfactory outcome, future experiments could explore variations in reagent ratios, reaction times, or purification techniques to optimize the process further. Additionally, conducting impurity checks with known standards can enhance the accuracy of purity assessments. The synthesis of phenacetin serves as a foundation for more advanced studies in organic chemistry, paving the way for the exploration of novel synthetic routes and innovative methodologies.
Synthesis of Phenacetin: Experimental Investigation and Analysis. (2016, May 05). Retrieved from https://studymoose.com/synthesis-of-phenacetin-from-para-acetamidophenol-essay
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