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NCSU CH 220 - Hydroxylation

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CH 220 1st Edition Lecture 10Outline of Current Lecture I. HydrogenationII. HydroxylationIII. CleavageCurrent LectureI. HydrogenationAddition of H-H across a C=CRequires Pt, Pd, Ni or PtO2H is absorbed on the catalystThis process doesn’t happen in a solution, it happens on the surface of the catalyst (solid state)This means that it cannot create free ions, so can’t see + and – moving aroundAlways gives a cis configuration (called a syn-mechanism)This is performed in a metal container that can be pressurizedThe bottom is covered with platinum particles (which can be reused, as it doesn’t get consumedin the reaction)Pressure is increased enough so that the ethylene (or other molecule) sits on top of the catalyst and carbons get bonded to the catalystHydrogen is pumped in, which has an affinity for the catalystEthylene (or other molecule) doesn’t have such a great affinity for the catalyst and so floats awayII. HydroxylationAdding 2 x OH groups These 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.Has a syn-mechanism, resulting in a cis productResults in a vicinal diol, which means that two neighboring carbons have OH groups bonded to themRequires KMnO4, H2O (solvent) and NaOH (Base)III. CleavageAlkenes react with many electrophiles to give useful products by addition (often through specialreagents)Alcohols are important in organic chemistry because they make organic compounds soluble in waterThese notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a


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