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

Right Where I Want my Students to Be

The other day, while working through Chapter 21, I left class with a great feeling as a result of having given the following clicker question: My students were able to rule out choice (a) on their own, given that there’s no reasonable mechanism to arrive at that product with the methyl groups located there. However, … Continue reading Right Where I Want my Students to Be

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

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

Memorization Not a Choice: Mechanisms Matter

I have always approached my organic sequence as a mechanism-driven course. Every reaction that we discussed in class started with a mechanism to show how it wasn’t really anything new, but an extension of the types of behaviors we had learned to describe and anticipate. I avoided texts that listed reaction after reaction as completely … Continue reading Memorization Not a Choice: Mechanisms Matter

Cooler Temps, Shorter Days, and the Start of Organic I

I have been teaching organic chemistry for a long time (several years ago I had a wonderful student who pointed out that I taught her dad!). The beginning of first semester of organic chemistry is always clunky and sometimes even painful. How does one make it through the first class without going through every detail … Continue reading Cooler Temps, Shorter Days, and the Start of Organic I

When Should Resonance be Taught?

In my textbook, resonance is presented rather extensively in Chapter 1 (“Atomic and Molecular Structure”), ultimately teaching students how to draw all resonance structures of a given species. I like to teach resonance to that depth early in the course because it reinforces topics that are vital to student success throughout the entire year of … Continue reading When Should Resonance be Taught?