…quite sure what to do. Different example: the Friedel Crafts acylation between aromatic rings and acyl halides. Then, here’s the exact same reaction. Common result: hesitation. What happens? Last example:…
Read more…electronegativity. However caution is advised when using electronegativity to compare π donation when going down the periodic table – other effects, such as orbital overlap, also come into play. …
Read more…also be another exciting announcement about the Reagent Guide coming up in the next little while or so… more details to come! What’s small, ferocious, and can fit into tight…
Read more…is going on here? Maybe the carboxylic acid of malice acid can act as a nucleophile in a first (intramolecular) SN2, and then Cl- coming in for the second? 3….
Read moreLithium Diisopropyl Amide (LDA), A Strong, Sterically Hindered Base In a blatant plug for the Reagent Guide, each Friday I profile a different reagent that is commonly encountered in Org…
Read more…belt-buckle pin through an “electrophilic” belt notch. Mechanism for intramolecular hemiacetal formation (hover) or click link. If they can combine to form a 5- or 6-membered ring (i.e. reasonably free…
Read more…note – in a large map such as this, compromises had to be made: it is impossible to maintain complete self-consistency between all the structures drawn for each functional group…
Read more…and specific? I’ve been going through Daniel Levy’s excellent book “Arrow Pushing in Organic Chemistry” (fuller review to come). The following excerpt nicely summarizes the driving force for electron flow…
Read more…other reagents in undergraduate organic chemistry in the “Organic Chemistry Reagent Guide”, available here as a downloadable PDF. Quiz Yourself! [Quizzes] (Advanced) References and Further Reading Metallorganische Verbindungen, XXVII Aluminiumtrialkyle…
Read moreLast week Diana left this comment: I recently had my first orgo exam and one of the concepts that I have trouble visceralizing is Hammond’s Postulate. I can follow the…
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