Although salicylic acid could be synthesized in the laboratory and large quantities became available for therapeutic use in the mid 1800s, the compound's acidic properties caused irritation in the. Formation of an iron-phenol complex with Fe lll gives a definite color ranging from red to violet, depending upon the particular phenol present. Many different laboratory techniques are used in the synthesis of Aspirin. It also acts quite quickly and. All the data is accurate and this report has a strong introduction and discussion. Acetic acid, Alcohol, Amide 755 Words 4 Pages Mandelic acid Mixture 1 Mixture 2 Mixture 3 Mixture 4 Unknown mixture compound 118° 119° 100° 82° 98° 85° 92° Graph 1 : Mixtures vs. Therefore, there must have been crusts in the oil used for the Thiele tube apparatus.
Rationalizations is a process which allows pure aspirin to precipitate out of this crude product. The only interconversion reaction that amides undergo is hydrolysis back to the parent carboxylic acid and the amine. This gives the theoretical value. We also acknowledge previous National Science Foundation support under grant numbers 1246120, 1525057, and 1413739. Melting point Conclusion The experiment was concluded on September 18th, 2013 in a lab at College.
This could be due to handling problems in suction filtration or drying, etcetera. Once again, the electrophilic oxygen takes the lone pairs between the O-H bonds to form the final product of Aspirin and acetic acid. The end product is pure dry aspirin. Abstract Aspirin is the common name for the compound acetylsalicylic acid, widely used as a fever reducer and as a pain killer. Observed that paste turned white 6. When Acetic Anhydride is used as a reagent, the double bond on the ketone is transferred as a charge to the oxygen causing the opposite charges to attract.
Aspirin is synthesized from salicylic acid and acetic anhydride. To purify the crude product by Recrystallization. This experiment has two procedures. Aspirin originally was derived by boiling the bark of the white willow tree. To get purified aspirin, the precipitate was heated until all the excess had been removed. The second part of the experiment was recrystallization.
The weight of the recovered sample was 2. By obtaining the percent yield of our synthesis process we were able to infer some conclusions regarding the efficiency of. Make sure that the resulting solution is acidic blue litmus paper and that the aspirin has completely precipitated out. Conclusion The hypothesis of making a reasonably pure sample at a relatively high efficiency stayed mostly true: though not medicinal quality, a purity of 97. Although the salicin in willow bark has analgesic properties, purified salicylic acid was bitter and irritating when taken orally.
The salicylic acid molecule contains two acidic functional groups, the phenol group and the carboxylic acid group. When the temperature was reached and kept for 10 minutes we took the flask away from. To filter and air dry to find the actual yield for the synthesis procedure. The experimental boiling point range of acetylsalicylic acid was found to be 130-132° C. This gives a low percentage yield of only 58. The common chemical name is acetylsalicylic acid.
It was known that aspirin had some side effects that were caused by the level of acid in the aspirin itself, which made the stomach irate when ingested. One could also add more ice to the ice bath which would cool the solution further and allow precipitate to form faster. Testing showed that such extract would contain 1. The first of these that is used is the procedure of weighing by difference. These sub-units are typically connected.
There are a few possible sources of error in the experiment as it stands. A lot of the air we breathe. Correspondingly, an excess of methanol will form methyl salicylate, which is also an analgesic. The same equation can be used to find out the mollies of the acetic anhydride. Since this esterification reaction is not spontaneous, sulfuric acid was used as a catalyst to initiate the reaction.
In ideal circumstances, the theoretical yield should be 1. The percent yield indicates that our synthesis was a success but the yield is low and indicates that some of the aspirin was lost during synthesis. Changing a variable will not affect these constants. The addition of a catalyst, 85% phosphoric acid, facilitated an increase in the reaction rate during the initial synthesis process. The crystalline aspirin Is synthesized and purified by rationalizations, although there is not a hundred percent yield due to sources of error. The purity of the synthesized aspirin was measured by determining its melting point and percent yield.