Chapter 19 October 10

Chapter 19 October 10 - Why?? 1. Sterics: 5 Relative...

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1 Typical Oxidative Reaction Pathway Formation of a hydrate intermediate: Oxidative Cleavage of Ketones Ketones are inert to most oxidizing agents, but: Asymmetric Example: . Cleaves a C­C bond adjacent to the carbonyl Used mainly for cleaving symmetrical ketones. ....... Why?
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2 Nucleophilic Addition of Aldehydes and Ketones General Overview: Stereochemical Ramifications?
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3 Nucleophile Examples: Two General Reaction Pathways for Nucleophilic Addition Reactions of Aldehydes and Ketones:
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4 Relative Reactivities of Aldehydes and Ketones
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Unformatted text preview: Why?? 1. Sterics: 5 Relative Reactivities of Aldehydes and Ketones 2. Electronic Effects: Why?? 6 Sample Problem: p Nitrobenzaldehyde is more reactive toward nucleophilic addition reactions than p methoxybenzaldehyde. Why? 7 Nucleophilic Addition of Water: Hydration Aldehydes and Ketones react with water to generate 1,1diols (hydrates) aka: 8 Catalyzation of Hydration Reactions BaseCatalyzed Hydration Reaction Mechanism:...
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Chapter 19 October 10 - Why?? 1. Sterics: 5 Relative...

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