2022-02-16

[public] 6.67K views, 2.07K likes, dislikes audio only

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Did you know that the fishier a fish smells, the longer it’s been out of the water? This is due to a chemical called trimethylamine, which is an amine, the class of organic compounds we’re discussing in this episode! Although they tend to be pretty stinky, amines are important in many fields like biochemistry, medicine, and agriculture. In this episode of Crash Course Organic Chemistry, we’ll explore amine formation and basicity, and revisit some old friends, imines and enamines!

Episode Sources:

https://www.chemistryworld.com/podcasts/pyridine/7453.article

https://www.chemguide.co.uk/basicorg/acidbase/bases.html

Functional Group Order of Precedence For Organic Nomenclature. (2020, May 21). Retrieved June 8, 2021, from https://chem.libretexts.org/@go/page/216695

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 Chemistry; 8th ed.; Cengage Learning, Boston, 2018.

Bruice, P. Y., Organic Chemistry, 7th ed.; Pearson Education, Inc., United States, 2014.

Clayden, J., Greeves, N., Warren., S., Organic Chemistry, 2nd ed.; Oxford University Press, New York, 2012.

Jones Jr., M.; Fleming, S. A., Organic Chemistry, 5th ed.; W. W. Norton & Company, New York, 2014.

Klein., D., Organic Chemistry; 1st ed.; John Wiley & Sons, United States, 2012.

Louden M., Organic Chemistry; 5th ed.; Roberts and Company Publishers, Colorado, 2009.

McMurry, J., Organic Chemistry, 9th ed.; Cengage Learning, Boston, 2016.

Smith, J. G., Organic chemistry; 6th ed.; McGraw-Hill Education, New York, 2020.

Wade., L. G., Organic Chemistry; 8th ed.; Pearson Education, Inc., United States, 2013.

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