HW6KEY - CH 318N Name: Homework # 6 KEY Spring 2008 Due:...

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CH 318N Spring 2008 Name: 1 Homework # 6 KEY Due: THURSDAY 03-27-08 Please follow the HW Guidelines as posted on Blackboard. 1. Draw structures corresponding to the following IUPAC names: a) p -bromochlorobenzene b) p -bromotoluene c) m -chloroaniline d) 1-chloro-3,5-dimethylbenzene Br Cl Br NH 2 Cl Cl
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CH 318N Spring 2008 Name: 2 2. Label each of the following compounds as aromatic, non-aromatic or anti-aromatic according to Huckel’s rule. a) anti-aromatic b) aromatic c) non-aromatic d) aromatic e) antiaromatic S H H
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CH 318N Spring 2008 Name: 3 3a). Using a Frost circle, derive the π -molecular orbitals for pyrrole. π * π 2 π 1 b) Based on your orbital diagram, is the neutral, cationic or anionic form of pyrrole the most stable? Why? The neutral form is the most stable and would have 6 electrons in the pi system, filling the pi bonding orbitals (3 pairs of electrons). The cationic would have two partially filled bonding orbitals, and the anionic would have two partially filled antibonding orbitals. c)
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HW6KEY - CH 318N Name: Homework # 6 KEY Spring 2008 Due:...

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