Lecture 15 Get Lecture Problem 5 Due The Synthetics This Week in Lab: Ch 9 PreLab Due Quiz 5 Ch 6 Final Report Due Next Week: Spring Break!!!

Chapter 10: Synthetic & Isolation Experiments 22 different experiments Quick review of experiments Designed to show relevance of organic chemistry Complete 2 of these 22 You will choose the 2! We’ll do this the Tuesday after Spring Break. Perform at least one type of analysis, including TLC (for most), for each experiment. Ideally, different analyses for the 2 you pick. 5 main types of experiments: condensation, esterification, isolation, reduction, and substitution

The Condensation Reactions Experiment 12: Thiamine-catalyzed benzoin condensation Condensation can be catalyzed by cyanide ion or thiamine Breslow discovered that thiamine hydrochloride, vitamin B 1 (in the form of coenzyme thiamine pyrophosphate, can catalyze this reaction Vitamin B1 is needed in the diet to prevent beriberi, a nervous system disease Reaction mechanism given in class Analyses include: IR, NMR, UV/Vis, and MS

The Condensation Reactions Experiment 14: Synthesis of 3-Carbethoxycoumarin Coumarin: blood-thinning, anti-fungicidal, and anti-tumor acitivities; Responsible for the sweet smell of newly mown hay Two step synthesis: transesterification and aldol condensation Reactions shown in class. Analyses include: IR & NMR

The Condensation Reactions Experiment 15: Synthesis of Dilantin Facts about dilantin (a.k.a. phenytoin): Discovered in 1838 Used as an anticonvulsant for the treatment of epilepsy Used as an antidepressant Analyses include: IR & NMR

The Condensation Reactions Experiment 16: Synthesis of Creatine Facts about creatine: Produced by the liver, kidney, and pancreas Made by arginine, glycine, and methionine Can be absorbed from food - meat and fish particularly Provides energy for vigorous muscle contraction May enhance performance in high-intensity exercise Mechanism shown in class Analyses include: IR & NMR