Synthesis of Salicylic Acid from Wintergreen Oil - 996 Words

EXPERIMENT 4: Synthesis of Salicylic Acid from Wintergreen Oil Abstract: The purpose of this experiment is to take methyl salicylate (wintergreen oil) and by heating it under reflux with NaOH as a solvent, and then cooling the mixture with H2SO4 as another solvent, synthesize salicylic acid. The final step involves purify the product to produce as pure a sample of salicylic acid as possible. This process allowed for the successful production of 1.406g salicylic acid, an 82.70% yield. The NMR and IR both produced images that correlate with the known spectrums indicating a pure product. The melting point range was slightly wider, though did encompass the accepted melting point values. Discussion: Reaction OH O OCH3 2) H2SO4 1) 2NaOH OH†¦show more content†¦These two can share this single peak because the hydrogens are constantly swapping places with each other due to their position within the molecular structure and if the NMR was magnified, two peaks could be seen. Assignment 2: The peak located at 8.0 ppm is a doublet peak assigned to the hydrogen bonded to carbon on the aromatic ring closest to the carboxylic group. It is shifted .5-.6 ppm downfield of where hydrogens on a benzene ring would normally appear due to de-shielding by the nearby carboxyl group. Assignment 3: The 7.5 ppm triplet peak is indicative of the hydrogen bonded to carbon on the aromatic ring closest to the phenol group, again due to de-shielding by the nearby phenol group. The extra peak is likely due to the interaction of the O-H bond with the C-H bond. Assignment 4: 6.9 ppm has a triplet peak and is assigned to the two remaining C-H bonds on the aromaticShow MoreRelatedSynthesis Of Organic Compounds : Synthesis862 Words   |  4 Pages Laboratory 5: Synthesis of Organic Compounds Introduction: In this experiment, aspirin will be synthesized from salicylic acid using acetic anhydride. The sodium salt was initially prescribed for its antipyretic and analgesic effects, but the salt was too irritating to the stomach, so a phenyl ester version was developed as a replacement. The esterified version passed successfully through the acidic stomach without irritation. It was hydrolyzed in the basic environmentRead MoreLack Of Crystals Forming During The Ice Bath Essay1580 Words   |  7 Pagespoint range of 169 oC - 171 oC therefore indication that the final product still had traces of 4-Aminophenol and thus is not pure enough to be taken as medication because Aminophenol can be harmful to humans. Conclusion: In conclusion, the aim; to synthesis Acetaminophen (Panadol) and calculate its purity was achieved as there was a moderate percentage yield of 64.07% which allowed for the melting point and thus the purity to be measured. Thin layer chromatography (TLC) is the process of separatingRead More#15 Synthesis of Ethyl Salicylate from Salicylic Acid1543 Words   |  7 Pages#15 Synthesis of Ethyl Salicylate from Salicylic Acid ____________________________________________________________ _______________ Purpose: Salicylic acid is converted to the liquid ethyl salicylate by addition of ethanol. Yields of salicylic acid (week 1) and ethyl salicylate will be found, as well as the overall yield of the 2-step conversion of acetyl salicylic acid to ethyl salicylate. Introduction: Esters are formed from the reaction of acids and alcohols: O O Read MoreSynthesis of Salicylic Acid and Potentiometric Determination of Its Purity and Dissociation Constant4209 Words   |  17 PagesSynthesis of Salicylic Acid and Potentiometric Determination of its Purity and Dissociation Constant ------------------------------------------------- Abstract The purpose of the study is to synthesize salicylic acid from the ester, methyl salicylate, and determine the acid’s dissociation constant and purity. The ester was converted to salicylic acid by base hydrolysis. The products were refluxed and recrystallized, to ensure maximum purity, and filtered, dried, and weighed. The melting pointRead MoreChemistry F334 : Whats in the Medicine2814 Words   |  12 Pagesproblems for 13.4 part b Revised activity WM3 Answers to questions for revised activity WM3 Revised check your notes Revised map of the unit 2 3 6 7 9 10 11 WM  © Harcourt Education Ltd 2004 Salters Advanced Chemistry These pages have been downloaded from www.heinemann.co.uk/science 1 Notes for students and teachers Chemical Storylines At the end of WM3 on page 109: 1. Instead of Chemical Ideas 13.4 read 13.4 part b, which is available on the Heinemann website. 2. Read Section 13.5 in your Chemical