Problem Set #1
Organic Chemistry c3443x
Fall '97

1. Draw all reasonable Lewis/Kekule structures for each of the following. Show all nonbonded electrons.

a) CO

b) NO2- (ONO)

c) N2O3 (ONONO)

d) NO2+ (ONO)

e) N3-

f) OCNH

2. Indicate whether the following pairs constitute resonance structures (note: nonbonded electrons are implied and not depicted. It is worthwhile to draw them in yourselves).

3. Rank the following in order of decreasing C-N bond length (1=shortest, 4=longest).

4. Of the following pairs, indicate which molecule is the stronger acid. Explain.

5. Of the following pairs, indicate which molecule is the stronger base. Explain.