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In the last post, we introduced A values and said they were a useful tool for determining which groups are “bulkiest” on a cyclohexane ring. The greater the A-value (bulk), the more favoured the equatorial conformer will be. We saw that hydroxyl...
In the last post we saw that adding a methyl group to cyclohexane results intwo chair conformersthat are unequal in energy.We saw that the conformer where the methyl group was equatorial is the most stable, since it avoids destabilizingdiaxialinteractions(technically,...
Just to bring you up to speed, heres what we mentioned in the last post. At the bottom, Ill also correct a little fib I made.1. Cyclohexane, at room temperature, undergoes a conformational interconversion known as a chair flip. In this chair flip, all axial...

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Zed Shaw teaches a course in writing Python called “Python the Hard Way“. Because the hard way is easier, he says.In the end, he’s right. If you really want to learn organic chemistry, the hard way is easier. In graduate school I had to un-learn...
Last time we talked about how some interesting electronic effects can lead to unexpected results in organic chemistry. Today we look at three examples of how steric factors can lead to unexpected products (or lack of products). The last example is a case where...
Over at Med School Odyssey, the author recently wrote about finishing Org 1, and has a lot to share about his experiences with the course. Here are some choice excerpts from that post, and from a few of his earlier posts.1. Don’t believe the hypeDont...

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A bit of a lack of exciting syntheses so far this week, so here's some methodology and random reflections and recollections.I don't mind that we don't get told the whole truth as undergraduates, because most of us can't handle the truth (well, not all of it)....
This is a loose transcript of the Syllabus Day speech I gave my Organic Chemistry I class on the first day of fall semester this week. Organic Chemistry I is the first of a two semester sequence at my small, Midwest, liberal arts university. Our five organic...
Well... this oughta cover it.I was reading comments to my reddit submission of the many oxidation states of carbon, and Aa1979 asked if the functional groups could be arranged logically according to actual chemical transformations. I replied that would be too...