Elimination Reactions (2): The Zaitsev Rule
…the extra “wrinkles” that can be present in elimination reactions. For example, if you heat the alcohol below with a strong acid (like sulfuric acid, H2SO4) you obtain one major…
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Deciding SN1/SN2/E1/E2 – The Solvent
…Brandon J. Karlow, and Jean E. Schneider The Journal of Organic Chemistry 2014 79 (3), 867-879 DOI: 10.1021/jo4026644 A more recent article about competition between SN2 and E2 reactions. https://www.sciencedirect.com/science/article/abs/pii/S0040402001972503…
Read moreAlkyl Halide Reaction Map And Summary
…reactions so far (free-radical halogenation), our “reaction map” was very small. Table of Contents Key Transformations of Alkyl Halides Substitution Reactions of Alkyl Halides: Why The SN2 Is Powerful What…
Read moreWrapup: The Key Factors For Determining SN1/SN2/E1/E2
…Reactions In Comprehensive Introductory Organic Chemistry Textbooks Donna J. Nelson Proceedings of the Oklahoma Academy of Sciences 2022, 102, 105-114 DOI: Direct link (PDF) A comparison of how 17 commonly…
Read moreWhy Organic Chemistry Made Me Feel Dumb
…myself, “How did it get decided that OsO4 [for example] is the best reagent for dihydroxylation? Why OsO4 and not, say, RuO4 (which is, after all, one row up the…
Read moreSN1 vs E1 and SN2 vs E2 : The Temperature
…products is clear. However it isn’t always as dramatic as it is in the first example. Here are some examples from an early paper (J. Chem. Soc. 1948, p. 2049)…
Read moreHow Chris Aced Org 1 and Org 2
…for studying organic chemistry? Chris: I made note cards to learn reactions (with examples and mechanism) and exam problems from previous semesters that my professor taught. MOC: How much time…
Read moreAlkene Addition Pattern #2: The “Three-Membered Ring” Pathway
…nucleophile, we can obtain products which incorporate that solvent. For example by using an alcohol as solvent, we obtain the following “chloroetherification” product. It likewise proceeds through the exact same…
Read moreSuccess Stories: How Nathan Aced Organic Chemistry (Without It Taking Over His Life)
…example is one asking for me to draw an energy diagram of the reactant and two products formed using conjugated alkenes. This tested my ability to understand kinetic vs. thermodynamic…
Read moreCyclopropanation of Alkenes
…just say that for best results, this reaction is best run using the alkene as the solvent to minimize the many other side reactions that can happen here. A key…
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