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Retrosynthesis and Liquid-Liquid Extraction: Crash Course Organic Chemistry #34

Retrosynthesis and Liquid-Liquid Extraction: Crash Course Organic Chemistry #34

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Rating: 4.0; Vote: 1
As we construct more complex organic molecules, it can start to feel like decrypting a complex code. Organic synthesis takes simple starting materials, and turns them into complex structures, and reverse engineering can help us figure out the steps in between. In this episode of Crash Course Organic Chemistry, we-ll practice multistep synthesis problems, learn about how we can use retro synthesis to make more complex molecules, and use liquid-liquid extraction to separate solvents. As always, we-ll work through examples and connect everything back to our Mold Medicine Map! Music: Plucky Daisy by Kevin MacLeod Link: License: 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
Date: 2022-04-04

Comments and reviews: 4


There-s some slightly strange reasoning here. First of all, you can-t just say that when a starting material and a product both have the same absolute configuration label, you must have overall retention: CIP priority means that you can invert a stereocentre with a lower priority group to get a product with the same R or S label. Then, in the retrosynthesis, there was no real discussion of which bonds to break beyond -we-ll break these bonds because we-ve covered this chemistry. - Even if, as a chemist, you don-t know how to make a particular bond, it is your due diligence to look up the possibility of the alternative disconnection if your route is not especially concise (like the one in the video. Perhaps aldol chemistry hasn-t been covered in this series yet, but it is one of the most classical kinds of C-C disconnection, and would be equally applicable here.
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Oh, hey! Crash course is doing chemistry now. Maybe it will help me make sense of the college course I barely made it through, and. nope. Already in the fetal position.
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This is an amazing video. Orgo is just one of those classes that breaks your soul. I-m happy that I still understood 80% of what the video was teaching.
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4: 20 actually the number of carbon atoms on the starting molecule is 15. i think tou missed the two ethyl groups on the amide group
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