Welcome to “Orgo Hacks”
Cal Newport’s excellent blog, “Study Hacks”, inspired me to think about the problem of how to learn things in the most efficient manner possible. To many students, my field of…
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Nucleophile attacks Electrophile
…learn in introductory organic chemistry follows this principle. Acid base reactions – nucleophile (base) attacks electrophile (acid). Bromination: nucleophile (alkene) attacks electrophile (bromine) to give a new electrophile (the bromonium…
Read moreBreaking Down Carbonyl Reaction Mechanisms: Reactions of Anionic Nucleophiles (Part 2)
…towards nucleophiles INCREASES as the enolate becomes more stable). 2) Thermodynamic versus kinetic control (for Grignards and hydrides, which can competitively add [1,2] or [1,4]). Examples: Michael reaction When a…
Read moreThe Hell–Volhard–Zelinsky Reaction
…PBR, PBr3 is nasty. When left out in the air, it will readily combine with any water vapor present to form a new P-O bond along with HBr. [Note 3]…
Read moreThe Conjugate Base is Always a Stronger Nucleophile
Let’s say you get asked this exam question: All else being equal, what’s a better nucleophile: water or OH(-) ? Acetic acid or OAc(-)? HF or F(-)? [Let’s agree to…
Read moreHaloform Reaction
…iodine and base (NaOH), and a positive test quickly rewards the chemist with a smelly yellow precipitate. The stinky precipitate is iodoform. The iodoform test is an example of the…
Read moreSummary Sheet – Introduction to Reactivity and Nomenclature
…introductory organic chemistry course might find it useful. Note that the examples come from material in my students’ course… your course material may vary. Someday I’ll put together a more…
Read more“Master Organic Chemistry” : Less Hacky, but same lovable dorky content
…amount of quality content than a larger amount of filler just for the sake of fulfilling a commitment to a posting schedule. Back on Monday. Hope your exams went/go well….
Read moreOrganic Chemistry and the New MCAT
…be isolated organic chemistry questions. Instead, the new MCAT is an integrated exam where you’ll be faced with research- and experiment-style passages combining multiple disciplines into a single passage and…
Read moreImines – Properties, Formation, Reactions, and Mechanisms
…example of imine formation from benzaldehyde and ethylamine, from Organic Syntheses Coll. Vol. 5, 736 (open-access, click to see procedure). In this case, condensation is extremely rapid. The water that…
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