General Chemistry II: Problem Set 4

1. Draw the resonance structures for a glycine-glycine peptide bond by showing the six atoms involved in the peptide bond along with their respective bonds and charges for each resonance structure.

2. Draw all acid/base forms of the amino acid serine; show all bonds, charges and lone electron pairs for each of your structures.

3. Determine which of the following are chiral molecules; fully support each answer:

a. CH₃CHBrCH₂CH₃

b. CH₃CH₂CH₂CH₂Br

c. CH₃CHOHCOOH

d. CH₂OHCH₂COOH

4. Review problem: Para-dichlorobenzene has a log P value of 3.37. 100 ml of water are mixed with 50 ml of octanol. 200 mg of para-dichlorobenzene are added to this mixture which is then well shaken. Calculate the amount (mass) of para-dichlorobenzene that will partition to the 1-octanol phase at equilibrium.