Rules of Thumb

Nearly every semester, I am asked a question that I’ve never been asked before. I have found that by giving students some rules of thumb (ROTs), I can help them understand the basics while also giving them specific strategies for solving organic chemistry problems. More recently, I’ve recognized that the mechanistic organization helps enforce my … Continue reading Rules of Thumb

The Far-Reaching Benefits of Teaching Organic Chemistry According to Mechanism

In my experience, the traditional method of teaching organic chemistry courses according to functional group often leads students to rely on memorization. For example, a single chapter on alkyl halides may include substitution reactions, radical reactions, and additions to alkenes. With such a large volume of information, it’s very difficult for students to manage and … Continue reading The Far-Reaching Benefits of Teaching Organic Chemistry According to Mechanism

A Great Teaching Moment with Aromatic Substitution Reactions

One of my favorite teaching moments throughout the entire year comes in Chapter 23, when, in the same lecture period, we examine aromatic substitution reactions proceeding through three different intermediates: arenium ion intermediates (first reaction below), Meisenheimer complexes (second reaction below), and benzyne intermediates (third reaction below). I love this as a teaching moment because … Continue reading A Great Teaching Moment with Aromatic Substitution Reactions

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

Flipping the Script: Mechanistic Organization Encourages Cooperative Learning

When I first heard Joel Karty speak about his mechanistic organization in his organic chemistry text around 2016,  I had also heard a lot of buzz about flipping the classroom. I was very curious about trying this in my own classroom, but implementing self-directed learning with a more intricate discipline like organic chemistry can seem … Continue reading Flipping the Script: Mechanistic Organization Encourages Cooperative Learning

Life is Hard Enough. Why Teach Alkenes By Function?

One thing I was really looking forward to when switching to Karty’s mechanistically organized text was how reactions involving alkenes would be addressed. I expected to see the reactions simply grouped by mechanism; for example, the electrophilic addition reaction mechanisms would be grouped together, as would the pericyclic reaction mechanisms and so on. Instead, I … Continue reading Life is Hard Enough. Why Teach Alkenes By Function?