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11 Cards in this Set

  • Front
  • Back
What are the two best methods of aldehyde synthesis?
- Oxidation of primary alcohols

- Oxidative cleavage of alkenes
what can be oxidized to give aldehydes?
Primary Alcohols

-The rxn is often carried out using PCC in dichloromethane solvent (ch2cl2)at room temp
How can oxidative cleavage of alkenes yield aldehydes
- Alkenes with at least one vinylic hydrogen undergo oxidative cleavage when treated with ozone
If the ozonolysis rxn is carried out on a cyclic alkene, what will be the result?
a dicarbonyl compound
What is the third method in which aldehydes can be yielded?
Certain carboxylic acid derivatives can be partially reduced to yield aldehydes.
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 ....
at -78 C in toluene solution
In preparing ketones, how can they be oxidized?
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
Ozonolysis of alkenes yields ketones if ?
one of the unsaturated carbon atoms is disubstituted
Aryl ketones are prepared by ?
Friedel-Crafts acylation of an aromatic ring an acid chloride in the presence of Al3Cl3 catalyst
Methyl ketones are prepared by ?
hydration of terminal alkynes in the presence of Hg+2 catalyst
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 ?
acid chloride and a Gilman diorganocopper reagent