94年私立中原大學化學所(化學組)有機化學

Give the expected product(s) for each of the following reactions: (Draw thecorrect 3-D structure if the stereochemistry is concerned)

Draw the structure for each of the following compounds. (Draw the correct3-D structure if the stereochemistry is concerned)

(1) nonane        (2) (3Z, 5E)-octadiene
(3) (R)-2-butanol (4) cis-1,2-dimethylcyclopentane
(5) o-nitrotoluene

How are enantiomers separated by resolution of racemic mixture?

The chemical formula of a molecule is C₅H₁₀O. Its 1H NMR and IR spectra aregiven below. (the peak at δ = 1.2 ppm is a doublet, the peak at δ = 1.8 ppm isexchangeable in D₂O) Please draw the structure for this compound.

Explain briefly the following terms.

(1) hyperconjugation       (2) anti addition to double bond
(3) staggered conformation (4) 1,3-diaxial interaction
(5) phase transfer catalyst