21. Aldehydes and Ketones: Nucleophilic Addition

Show how each transformation may be accomplished by using a nitrile as an intermediate. You may use any necessary reagents.

(b) cyclohexanecarboxamide --> cyclohexyl ethyl ketone

Show how each transformation may be accomplished by using a nitrile as an intermediate. You may use any necessary reagents.

(c) octan-1-ol --> decan-2-one

Show how you would synthesize octan-2-one from each compound. You may use any necessary reagents.

(f) CH3(CH2)5CN

Show how the following transformations may be accomplished in good yield. You may use any additional reagents that are needed.

(a) bromobenzene → propiophenone

(b) CH3CH2CN → heptan-3-one

Show how you would add a Grignard reagent to an ester or a nitrile to synthesize

(c) pentan-2-one.