Carboxylic Acid Derivatives - Interconversion & Organometallics: Crash Course Organic Chemistry #32

We get it, learning so many different organic reactions is probably giving you a headache, but hopefully this episode can help! We’re getting even deeper into carboxylic acid derivatives, some of which are used in common headache relieving painkillers. In this episode of Crash Course Organic Chemistry, we’ll learn how to convert more reactive carboxylic acid derivatives into less reactive ones, turn carboxylic acids into acid chlorides, reduce carboxylic acid derivatives using metal hydrides, and more! Plus, we’ll get to add the first stage of synthesizing Penicillin V to our Mold Medicine Map! Episode Sources: https://www.worldofmolecules.com/drugs/tylenol.htm https://cen.acs.org/articles/92/i29/Does-Acetaminophen-Work-Researchers-Still.html https://pa01000125.schoolwires.net/cms/lib/PA01000125/Centricity/Domain/366/Chap14%20Ester%20Amide.pdf Gates, M., & Tschudi, G. (1956). The synthesis of morphine. Journal of the American Chemical Society, 78(7), 1380-1393. Seavill, P. W., & Wilden, J. D. (2020). The preparation and applications of amides using electrosynthesis. Green Chemistry. Introduction to Organic Chemistry, Brown & Poon, 5th edition. Series Penicillin References: Nicolaou, K. C., & Sorensen, E. J. (1996). Classics in total synthesis: targets, strategies, methods. John Wiley & Sons. Sheehan, J. C. (1982). The enchanted ring: the untold story of penicillin. Primary literature for Sheehan’s penicillin synthesis: Sheehan, J.C. & Izzo, P.T. J. Am. Chem. Soc. 1948, 70, 1985; Sheehan, J.C. & Izzo, P.T. J. Am. Chem. Soc. 1949, 71, 4059; Sheehan, J.C. & Bose A.K. J. Am. Chem. Soc. 1950, 72, 5158; Sheehan, J.C., Buhle, E.L, Corey E.J., Laubach, G.D. & Ryan J.J. J. Am. Chem. Soc. 1950, 72, 3828; Sheehan, J.C. & Laubach, G.D. J. Am. Chem. Soc. 1951, 73, 4376; Sheehan, J.C. & Hoff, D.R. J. Am. Chem. Soc. 1957, 79, 237; Sheehan, J.C. & Corey E.J. J. Am. Chem. Soc. 1951, 73, 4756 Series Sources: Brown, W. H., Iverson, B. L., Ansyln, E. V., Foote, C., Organic Chemistr