CH 221 1st Edition Lecture 18Outline of Last Lecture I. Reaction Coordinate DiagramII. EnzymesIII. Addition of Hydrogen HalidesIV. Carbocation StabilityV. RegioselectivityOutline of Current Lecture VI. Carbocation Rearrangement VII. Hydroboration-OxidationVIII. Hydroboration MechanismIX. Vicinal DihalideCurrent LectureVI. Carbocation rearrangement is a 1,2-hydride shif- A carbocation will rearrange if it can form a more stable carbocation- Power point slides containing the visuals for these notes are available on the Moodle siteVII. Hydroboration-Oxidation- Borane (BH3) is an electrophile- Electrophile is added to the sp2 carbon bonded to the most hydrogen- Reagents are numbered because the second set of reagents is not added until the first reaction is over- Difference in 2-propanol and 1-propanolVIII. Hydroboration Mechanism-BH3 has three potential hydride ions so a dialkylborane and trialkylborane can be formed- No carbocation arrangements can be made with hydroborationsIX. Vicinal Dihalide- Ex. 1,2-dichloro-2-methylpropane (vicinal dihalide)- No carbocation rearrangement can be made for vicinal dihalidesThese notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute.- Alkenes cannot add I2 because it makes it unstable- An oxygen-oxygen single bond is a very weak
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