Chem 334 - Fall
1999Organic Chemistry I
Dr. Carl C. Wamser
Chem 334 - Fall
1999
1. (2 points) For each of the structures below, add electrons so that each atom has an octet (except H, of course). Then assign formal charges as appropriate.
a) 
b) 
2. (2 points) For the compound below, DO NOT add any extra electrons. Identify any formal charges and write any other important resonance forms for this compound.
3. (4 points) From the abbreviated formula below, write an accurate three-dimensional structure. You should be able to place all the carbon atoms in the plane of the paper. Also indicate the hybridization of every carbon atom. CH2=CH-O-CH2-C=CH
4. (2 points) Examine the reaction below and indicate
CH2=C=O -> CH3COOH
a) what category of reaction it is
(e.g., acid/base, oxidation/reduction, addition, elimination,
substitution, or other)
ADDITION
b) what changes in hybridization have occurred.
The left C has changed from sp2 to sp3
The central C has changed from sp to sp2
