CH 221 1st Edition Lecture 19Outline of Last Lecture I. Carbocation Rearrangement II. Hydroboration-OxidationIII. Hydroboration MechanismIV. Vicinal DihalideOutline of Current Lecture V. EpoxidesVI. OzonolysisVII. Addition of Hydrogena. Stabilities of AlkenesVIII. Regioselective and Stereoselective ReactionsIX. Racemic MixtureCurrent LectureV. The formation of an epoxide converts a peroxyacid into an epoxide- MCPBA is a commonly used peroxyacid- Mechanism is similar to that of adding Br2- Ethylene, ethylene oxides, propylene, propylene oxide, 2-ethyloxirane, 2,2-dimethyloxiraneVI. Ozonolysis- Double bond is broken, bond is replaced by two double bonded oxygens-O3 is ozone- Ozone molozonideozonide- Ozonide is converted to ketone and/or aldehyde- Ketones and aldehydes are carbonyl groups- Can use ozonolysis products to figure out the original alkeneVII. The addition of hydrogen requires a catalyst Pd/C- Catalytic hydrogenation is a reduction reactiona. Stabilities of AlkenesMost stable 4 R groups> 3 R groups> 2 R groups> 1 R groups> least stableTrans is more stable than Cis because the Cis isomer has a steric strainThese 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.VIII. Regioselective reaction = A B + C (B and C are constitutional isomers) more B is formed than C- Stereoselective reactions = A B + C (more B is formed than C)- Stereospecific reaction A B, C D, all being stereoisomersIX. Racemic Mixture- When a reactant that does not have an asymmetric center forms a product that has one asymmetric center, the product is a racemic
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