Fresh off of our conquest of alcohols, we move striaght into some relatives of the alcohol functional group: ethers and epoxides. We'll start things off with a recap and discussion regarding carbocation stability and shifts. Then, we'll move on to talk about reactions of ethers and how to use them as protecting groups. Finally, we'll round out the series by looking at attacking epoxides and how the regiochemistry of attacks changes based on acidic vs basic conditions. It'll be a fun time from start to finish, so let's get a'learning.
https://joechem.io/videos/56 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we look at the E1 reaction when you treat an alcohol with H2SO4 and heat, walking through the mechanism and even looking at this reaction when theres a dreaded carbocation shift (a classic question I've seen on MANY exams).
https://joechem.io/videos/57 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we take a look at ethers--their properties, how to make them, and a whole bunch more.
https://joechem.io/videos/119 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we tackle how to use ethers as protecting groups (a classic problem type I've seen on exams towards the end of Ochem I as well as Ochem I final exams)
https://joechem.io/videos/58 for video on jOeCHEM and attached worksheet + solution (below the video on jOeCHEM aka the link). In this video, we'll look at how to make epoxides (and talk about what they are), and how the pathway of how to make them changes based on acidic or basic conditions. For more, advanced practice with epoxides, check out https://joechem.io/videos/115
https://joechem.io/videos/115 for video on jOeCHEM and attached worksheet + solution (below video on jOeCHEM aka the link). In this video, we spend some more quality time with epoxides and look to how we attack them in acidic vs basic conditions while predicting the correct stereochemical outcome. For the first, introductory video/worksheet practice on epoxides, checkout https://joechem.io/videos/58