CHEM 353 Study Guide - Quiz Guide: Pyridinium Chlorochromate, Cornforth Reagent, Williamson Ether Synthesis
2 Aug 2014
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New material: (cid:120) synthesis of aldehydes and ketones by oxidation of alcohols(16. 14) (cid:120) oxidative cleavage of vicinal diols (16. 14b) (cid:120) synthesis of ethers from alcohols (cid:120) reactions of ethers. Oxidation of alcohols: (cid:120) typical oxidizing agents used in aqueous solution these reagents convert primary alcohols to carboxylic acids, and secondary alcohols to ketones (remember tertiary alcohols cannot be oxidized: kmno4 or h2cro4 or h2cr2o7. Conversion of alcohols to ethers: (cid:120) acid-catalyzed (cid:120) (cid:120) equilibrium; most favorable for primary alcohols referred to as a condensation Oxidative cleavage of vicinal diols: (cid:120) using periodic acid (cid:120) cyclic diols can also be cleaved. Draw the mechanism for the formation of diethyl ether from the acid catalysed condensation reaction between two ethanol molecules. Ashley causton 2014 (cid:120) ethers are relatively unreactive (cid:120) their low level of reactivity is one reason why ethers are often used as solvents in (cid:120) ethers can oxidize in air to form explosive hydroperoxides and peroxides chemical reactions.
