Wittig Reaction
…1979 Nobel Prize in Chemistry (along with the father of hydroboration, H.C. Brown). The two components of this reaction are: a carbonyl compound (aldehydes and ketones both work, but not…
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Reagent Friday: Sodium Periodate
…commonly used as an oxidant in carbohydrate chemistry, as this paper describes. It is used to cleave 1,2-glycols and differentiate between different kinds of glycol groups. (1’R)-(−)-2,4-O-ETHYLIDENE-D-ERYTHROSE AND ETHYL (E)-(−)-4,6-O-ETHYLIDENE-(4S,5R,1’R)-4,5,6-TRIHYDROXY-2-HEXENOATE…
Read moreGuest post: “I went from being afraid of tests to actually looking forward to them”.
…towels are free, and blue ink shows up on them well. I’d put a red mark next to every question I missed. And I’d write comments and hints in the…
Read moreReagent Friday: Potassium tert-butoxide [KOC(CH3)3]
…commonly encountered in Org 1/ Org 2. Sometime back in general chemistry you (hopefully) learned that hydroxide ion (HO-) is a strong base. It’s the conjugate base of water –…
Read moreA Fourth Alkene Addition Pattern – Free Radical Addition
…through a free-radical process. (For a primer on free radical chemistry, you might want to check out this introductory article on Free Radical Reactions). Here is an outline of the…
Read moreWhat Makes A Good Nucleophile?
…to form a new covalent bond. Nucleophilicity is measured by comparing reaction rates; the faster the reaction, the better (or, “stronger”) the nucleophile. Table of Contents Reminder: Nucleophilicity Is Measured…
Read moreLiAlH[Ot-Bu]3 For The Reduction of Acid Halides To Aldehydes
…You can read about the chemistry of LiAlH(Ot-Bu)3 and more than 80 other reagents in undergraduate organic chemistry in the “Organic Chemistry Reagent Guide”, available here as a downloadable PDF….
Read moreIntramolecular Reactions of Alcohols and Ethers
…up a tremendous amount on exams. Think of instructors as a bit like baseball pitchers. When it comes to exams, they don’t always groove fastballs down the centre of the…
Read moreEvaluating Resonance Structures With Negative Charges
…of equal charge, we can determine which is more stable by examining the electronegativity. In the examples above, we can tell that the resonance forms on the left are more…
Read moreLithium Aluminum Hydride (LiAlH4) For Reduction of Carboxylic Acid Derivatives
…Daphniphyllum alkaloids. 15. Total syntheses of (.+-.)-methyl homodaphniphyllate and (.+-.)-daphnilactone A Clayton H. Heathcock, Roger B. Ruggeri, and Kim F. McClure The Journal of Organic Chemistry 1992, 57 (9), 2585-2594…
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