Monthly Archives: March 2012

Acid catalyzed aldol condensation

In my analysis of aldol condensations, it is difficult to find examples of acid catalyzed aldol reactions. I believe the difficulty arises from an unfavorable equilibrium in the reaction. Ketones and more so aldehydes are not very basic. Consequently, the … Continue reading

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Inductive versus resonance effects, Part 4

I was answering an unrelated question about solubility of some heterocycles. While that was an interesting question, the pKa of the compounds were actually more interesting and got me thinking about this again. The key is the stereoelectronic effects. Which … Continue reading

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