chem ch18 - Chapter 18 Synthesis of ketones and aldehydes 1...

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Chapter 18 Synthesis of ketones and aldehydes 1. Oxidation of alcohols >>Secondary alcohols oxidize to ketones using sodium dichromate or potassium permanganate >>Primary alcohols oxidize to carboxylic acids using those OA’s, but with PCC they are oxidized to an aldehyde 2 . Ozonolysis of Alkenes >>Cleaves alkenes to give ketones and aldehydes 3. Friedel-Crafts Acylation >>Method for making alkyl aryl ketones or diaryl ketones 4. Hydration of Alkynes to give methyl ketones >>Catalysed by Sulfuric acid and mercuric salts. Hydration of terminal alkynes make methyl ketones. Markovnikov addition gives the enol while tautomerizes to the methyl ketone. 5. Hydroboration-Oxidation of Alkynes to give aldehydes >>Anti-Markovnikov addition of water gives an enol which tautomerizes to an aldehyde 6. Synthesis of aldehydes and ketones Using 1,3 Dithianes >>Deprotonation of diathiane by a strong base results in a carbanion, which is stabilized by the EWG effect of sulfur atoms. Alkylation of dithian anion gives a
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chem ch18 - Chapter 18 Synthesis of ketones and aldehydes 1...

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