Problems Set #9

1. Benzyne has 8 pi electrons yet it is still aromatic. Explain. huh?

2. Which of those compounds is aromatic? Explain briefly if not. huh?

3. Only cyclononyne is stable enough to be stored at room temperature. Cylcooctyne is stable for long periods at 0 °C. Cyclopropyne through to cycloheptyne are unstable an rapidly dimerize (and polymerize). Explain the difference in reactivities.

4. In this week's experiment, 1,2-dimethoxyethane is used as a solvent. Suggest a possible reason why this solvent is used?

5. In this week's experiment how much carbon monoxide (in units of L or mL) is given off (assume reaction goes to completion).

6. Where does the nitrogen of isoamyl nitrite end up in this week's reaction?

7. Complete the following reactions (major product only).