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11 Cards in this Set
- Front
- Back
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What are the two best methods of aldehyde synthesis?
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- Oxidation of primary alcohols
- Oxidative cleavage of alkenes |
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what can be oxidized to give aldehydes?
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Primary Alcohols
-The rxn is often carried out using PCC in dichloromethane solvent (ch2cl2)at room temp |
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How can oxidative cleavage of alkenes yield aldehydes
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- Alkenes with at least one vinylic hydrogen undergo oxidative cleavage when treated with ozone
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If the ozonolysis rxn is carried out on a cyclic alkene, what will be the result?
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a dicarbonyl compound
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What is the third method in which aldehydes can be yielded?
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Certain carboxylic acid derivatives can be partially reduced to yield aldehydes.
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Certain carboxylic acid derivatives can be partially reduced to yield aldehydes. The partial reduction of an ester by diisobutyaluminum hydride (DIBAH), for instance, is an important laboratory-scale method of aldehyde synthesis. The rxn is normally carried out ....
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at -78 C in toluene solution
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In preparing ketones, how can they be oxidized?
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Secondary alcohols are oxidized by a varoius by a variety of reagents to give ketones.
- The choice of oxident depends on such factors as rxn scales, cost, and acid or base sensitivity of the alcohol |
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Ozonolysis of alkenes yields ketones if ?
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one of the unsaturated carbon atoms is disubstituted
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Aryl ketones are prepared by ?
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Friedel-Crafts acylation of an aromatic ring an acid chloride in the presence of Al3Cl3 catalyst
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Methyl ketones are prepared by ?
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hydration of terminal alkynes in the presence of Hg+2 catalyst
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Ketones can also be prepared from certain carboxylic acid derivatives, just as aldehydes can. Among the most useful rxns of this type is that btwn an ?
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acid chloride and a Gilman diorganocopper reagent
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