Ah yes, it is that time of year again; a seven week coast to the Organic Chemistry II finish line. All the elementary steps have been introduced and discussed multiple times and it feels like review from here. Most texts seem to end with reactions like Aldol condensation and Robinson Annulation. A functional group approach … Continue reading All Downhill After the Aldol
Cutting off the Tail
testing
Favorite First-Semester Chapter: Chapter 9
My favorite chapter to teach in first-semester organic chemistry has to be Chapter 9 (“Nucleophilic Substitution and Elimination Reactions 1”) from Karty's text. The introductions of SN2/E2 and SN1/E1 reactions begin in Chapters 7 and 8, respectively, but Chapter 9 puts these reactions to the test and suggests to the students that reactions do not … Continue reading Favorite First-Semester Chapter: Chapter 9
When to Introduce Conjugate Addition: Sometimes More is More
There were two places in Joel’s text that surprised me: where 1,2 versus 1,4 addition to a conjugated diene appeared—Chapter 11—and where direct versus conjugate nucleophilic addition to polar pi bonds appeared—Chapter 17. Both of these chapters introduce basic concepts and then expand all the way to complex applications, much further than a functional-group organized … Continue reading When to Introduce Conjugate Addition: Sometimes More is More
Taking the Enolate off the Pedestal
I’ve noticed over the years that when I put a “name” on something, students tend to panic. We will be doing just fine with SN2 reactions, but when I suddenly name it the Williamson Ether Synthesis, my students become very concerned, as if it’s some completely different concept. Whenever I bring up the Williamson Ether … Continue reading Taking the Enolate off the Pedestal
My Most Productive Start of the Semester Ever
The first time I taught out of Joel’s text, I had no idea where I was going to put the semester break. I enjoyed how well each chapter flowed into the next, but that left me wondering where to put a five-week break. I was used to a traditional ordering of subject which resulted in … Continue reading My Most Productive Start of the Semester Ever
Using Lab Reports to Reinforce the Mechanism
My students learn organic chemistry in a mechanistically organized course and I want to make sure they really understand how the mechanisms apply to reactions that are synthetically useful. There are many approaches that I use to reinforce their learning such as quizzes, practice problems, and SmartWork assignments. I previously talked about why I am … Continue reading Using Lab Reports to Reinforce the Mechanism
Proton Transfer: Well Begun is Half Done
Of all the chapters in Joel’s mechanistically organized textbook, my favorite is Chapter 6: The Proton Transfer Reaction. Acid-base chemistry might seem like an odd topic to pick in an organic chemistry textbook. It seems almost…inorganic, a throwback to general chemistry of sorts. So why do I like it so much? It accomplishes two vitally important … Continue reading Proton Transfer: Well Begun is Half Done
MCAT-2015 is Here
The new year traditionally brings a time for both reflection and looking forward. For teachers of organic chemistry everywhere, this past year stands out more than most. After years of planning, MCAT-2015 is finally upon us. I previously wrote about the challenges and opportunities this change holds for us and how we, at Middlebury College, … Continue reading MCAT-2015 is Here
No Longer Dreading the Second Exam
Shortly after I began teaching, when I was still using a book organized by functional group, I came to dread the second exam of the first semester. The class would typically perform decently well on the first exam, but scores would plummet on the second one. I recently looked back at my records for a … Continue reading No Longer Dreading the Second Exam