Problem
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1.
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Draw
the structure corresponding to the following IUPAC name:
diisopropylamine
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2.
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Draw
the structure corresponding to the following IUPAC name:
N,N-dimethylcyclopentanamine
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3.
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Name
the following compound by IUPAC rules.
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4.
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When
a THF solution of phenyl-2-propanone and bromobutane is treated with 50% aqueous NaOH, poor yields of
3-phenyl-2-heptanone result. However, when a small amount of benzyltriethylammonium chloride is added
to the reaction mixture, the yield of 3-phenyl-2-heptanone increases to 90%. Explain these
results.
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5.
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Give
the major organic product(s) of the following reaction or sequence of reactions. Show all relevant
stereochemistry.
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6.
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Give
the major organic product(s) of the following reaction or sequence of reactions. Show all relevant
stereochemistry.
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7.
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Give
the major organic product(s) of the following reaction or sequence of reactions. Show all relevant
stereochemistry.
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8.
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Give
the major organic product(s) of the following reaction or sequence of reactions. Show all relevant
stereochemistry.
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9.
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Give
the major organic product(s) of the following reaction or sequence of reactions. Show all relevant
stereochemistry.
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10.
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Show
how the following transformation might be best accomplished. More than one step may be required. Show
all reagents and all intermediate structures.
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