Ch. 23 - Benzene I: Aromatic Stability and Substitution Reactions
Problem 85
How might you use 13C NMR spectroscopy to differentiate between the possible ortho, meta, and para products of the electrophilic aromatic substitution reaction shown?
Problem 86
Addition by the benzyne mechanism is not usually regioselective. Explain the fact that the reaction shown is highly regioselective for the product shown.
Problem 92
Suggest an arrow-pushing mechanism of the following rearrangement.
Problem 93
Suggest a synthesis of the molecule on the right beginning with the molecules on the left.