MO Theory and Its Relation to Molecular Stability

Molecular orbital theory (MO theory) can be a very challenging topic. Students come into the classroom already knowing about the octet rule, Hund’s rule, and the Pauli exclusion principle. However, the lecture component is critical for bridging the gap between their knowledge of general chemistry and organic chemistry. As such, I start my lecture on … Continue reading MO Theory and Its Relation to Molecular Stability

Everything Is Connected: Teaching Organic Chemistry as a Unified Story through Mechanisms

When teaching mechanisms, I try to impress upon my students that the concepts tied to mechanisms are not confined to the chapters that they appear in within the Karty text, but rather, that they are a continuation of connected topics across the discipline as a whole. Today’s class focused on Sections 13.1-13.3, which elaborate on … Continue reading Everything Is Connected: Teaching Organic Chemistry as a Unified Story through Mechanisms

The Teeter-Totter Method: Helping Students Visualize Electrophiles and Nucleophiles

Chapter 11 of the Karty text focuses on electrophilic addition along pi bonds. This can be a tough topic to tackle. The terms themselves can scare students, which is why I've found that it is key to break down the words into smaller chunks, especially for elementary steps. In the text, a variety of electrophilic … Continue reading The Teeter-Totter Method: Helping Students Visualize Electrophiles and Nucleophiles

Spectroscopy: Seeing (and Using) the Big Picture

Like many other instructors, I do the majority of spectroscopy instruction in my laboratory. It seems natural to integrate spectroscopy problems into lab exercises, and to use the molecules we make as the platform for understanding how to analyze them. Most organic texts I have seen introduce spectroscopy towards the end of the first semester … Continue reading Spectroscopy: Seeing (and Using) the Big Picture

How the Ten Elementary Steps Unified My Course

For years I told my students they shouldn’t merely memorize a list of reactions. But what were my actions really telling them? In the last textbook I used, the alkene chapter began with nomenclature, then covered Markovnikov addition of H-X and water, halogenation and halohydrin formation, and ended with hydroboration/oxidation. The next chapter that covered … Continue reading How the Ten Elementary Steps Unified My Course

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

No More Fearing Alkenes and Alkynes

Since this is the second year I am using Joel’s text, I was sure that I would be comfortable with the syllabus and schedule I set. But I again became nervous as I approached Chapter 11, “Electrophilic Addition to Nonpolar Pi Bonds.” Years of slogging through additions to alkenes and alkynes, working example after example … Continue reading No More Fearing Alkenes and Alkynes

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

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

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