5079

 

Which of the following compounds would be expected to show aromatic properties (circle)?  Explain your choice in each case.

 

 

 

5098

 

Why is the pKa of cycloheptatriene so much greater than that of cyclopentadiene?

 

 

 

 

5105

 

Predict which compound would give the faster reaction.  Explain your answer.

 

 

 

5197

 

Azulene, the hydrocarbon shown below, is blue and has a significant dipole moment of approximately 1.0 Debye.

 

 

(a) Show, by means of important resonance structures, the direction in which you would expect the dipole moment to be.

 

(b) Comment on the factors which are most important in giving azulene a high degree of resonance stabilization.

 

(c) Azulene is quite strongly basic; treatment with HBF4 produces a stable isolable salt.  What is its structure?

 

 

5275

 

Suggest how the bonding electrons in imidazole account for its aromaticity.

 

imidazole