Chemistry 25b M. Walker

Practice Problem Set #3

1.     What would be the major product(s) of the following reactions?

2.     How might you effect the following transformations in a practical manner? Give reagents, catalysts and (if requested) solvents.  You may separate ortho from para.

3.     How might you carry out the following short multi-step conversions?

4.     Explain using resonance forms why phenol reacts more rapidly at the para position than at the meta position.

5.     Which of the following are aromatic?

6.     Explain the following phenomena:

(a) Why does compound X fail to react as a diene in the Diels Alder reaction?

(b) Why does Y give mainly Z in the reaction shown, rather than a simple substitution product?

(c) Why does 1,3,5-hexatriene absorb UV light at a longer wavelength than does ethane?

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