CHE 402. PROBLEM SET NO.

1. Consider the molecule below. Ignore delocalization of e-. Determine

a. No. of sigma bond

b. No. of pi bonds
c. No. of lone pairs
d. Hybridization of C attached to O
e. Hybridization of N double bonded to C
f. The two orbitals that overlap in the formation of C-O bond
g. Bond angle θ

2. Draw all of the reasonable resonance structures for each of the following molecules Using curved
arrows to show electron movement. Do not indicate the major/minor structure.
3. For the given molecule below, a more stable resonance structure is possible. Draw in all lone pairs
of electrons then, using curved arrows to show electron movement, draw the more stable
resonance structure and state why this is more stable. (One sentence only please.)

4. Draw the resonance hybrid of no. 3.

5. Identify the functional groups present in the following molecules. Solve the IHD for each.
Confirm the IHD with the structure of the given molecule.