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Problem Set No. 1 4.

For each of the following, draw all the significant


Chem 121 (lec) resonance forms and rank them from the most
Molecular Representations significant to the least and briefly justify such
rankings.
Name: _______________________________________
Course and Year: ________________ Score: _______

General Instructions. Please provide clear, legible and


systematic answers to the following problems. Erasures
using correction tape are allowed. Any corrections later
due to unintelligible handwriting will not be entertained.

1. Melatonin is an animal hormone believed to have a


role in regulating the sleep cycle. In its structure,
two nitrogen atoms are present. What is the
hybridization state and geometry of each nitrogen
atom? Explain your answer.

5. Identify the functional groups in the following


substance, and convert each drawing into a bond-
line structure (red= O, blue= N)

2. Explain which of the following resonance structures


gives out the greatest contribution to the resonance
yield:

6. Draw the bond- line structure of the following:


a) Three ethers with the formula C4H10O.
b) Two aldehydes with the formula C5H10O

7. Identify and justify which of the following structures


is not a significant resonance structure of a phenyl
carbocation

3. Add any unshared electrons to give each


compounds to give a complete octet in its valence
shells and indicate its formal charge/s, if there are
any.

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