Coaching Students in the Transition from Chapter 9 to Chapter 10

Chapters 6-10 incrementally ramp up the types of things we hold students accountable for when it comes to reactions. Chapters 6 and 7 introduce students to the 10 most common elementary steps. Chapter 8 deals with constructing multistep mechanisms in reasonable ways. In Chapter 9, students learn how to predict the outcome of SN1/SN2/E1/E2 competition. … Continue reading Coaching Students in the Transition from Chapter 9 to Chapter 10

Mechanism Problems with Numerous Teaching Moments

Each year, as my students complete Chapter 8, I find tremendous value in assigning a handful of written mechanism problems that not only challenge students, but also reinforce important lessons about mechanisms that we learned throughout Chapters 7 and 8. This year, I assigned the following two mechanism problems (not found in Chapter 7 or … Continue reading Mechanism Problems with Numerous Teaching Moments

A Mechanistic Organization is More than Just Mechanistic Patterns

No doubt one of the greatest benefits of teaching a mechanistic organization is the opportunity afforded to students to see patterns among mechanisms—patterns that we experts know and value, but are challenging for students to see under a traditional functional group organization. For example, as I described in my previous post, Why a Mechanistic Organization?, … Continue reading A Mechanistic Organization is More than Just Mechanistic Patterns

Surprising Scores in Unit 4

At the end of the semester the students are typically burned out, busy with all of their final assignments, and in general do not perform as well on the last unit exam compared to the other three units. At Old Dominion University we teach addition to alkenes and alkynes in the last unit, a very … Continue reading Surprising Scores in Unit 4

Free Energy Diagrams Help Free Students from Memorization

Most organic professors can agree that we want our students to understand concepts and big pictures rather than memorize a list of facts. When determining the outcome or major product of a reaction, I’ve found that using free energy diagrams is a great way to facilitate concept based understanding over memorization. But despite their long-term … Continue reading Free Energy Diagrams Help Free Students from Memorization

Chapter 7: Elementary Steps but Giant Conceptual Leaps

If writing mechanisms is like giving good directions, then each elementary step is similar to saying “turn left at the stop sign.”  You might have to turn right many times during one trip just as you might need multiple acid-base steps during one mechanistic pathway. Joel’s “Most Common Elementary Steps” chapter lays out each possible … Continue reading Chapter 7: Elementary Steps but Giant Conceptual Leaps

Is Learning Organic Chemistry like Learning a New Language?

Over the years, I've heard many organic faculty use the phrase: “Learning organic chemistry is like learning a foreign language.” I've certainly used the phrase myself to give advice to my own students, in an attempt to convey that both subjects are cumulative and require a lot of practice. This year, however, I find myself … Continue reading Is Learning Organic Chemistry like Learning a New Language?

Why a Mechanistic Organization Improves Understanding in Large Lectures

One of my favorite TV commercials is the AT&T, “Bigger is Better, It’s Not that Complicated” ad that features unscripted responses of elementary school children about why faster, bigger, larger, etc. is better.  Unlike cell coverage, bigger lecture size is not necessarily better. Over the years, I have done a number of things to make … Continue reading Why a Mechanistic Organization Improves Understanding in Large Lectures

The Organization Makes Mechanisms Part of the Routine

A number of years ago I had a student come to me at the end of Organic II and ask, “What happened to the SN2 reaction?” She wanted to know why we had spent so much time on this one reaction in order to move on to the next unit and then never discussed this … Continue reading The Organization Makes Mechanisms Part of the Routine

Practice Makes Permanent

Golf can frustrate my husband more than any other sport he plays. He recently asked a friend, who is a golf instructor, how to improve his game. The friend responded by saying that, “Practice does not make perfect, practice makes permanent.” If you are practicing with errors, it does not matter how much you practice, … Continue reading Practice Makes Permanent