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Electron Delocalization and Resonance. More About Molecular Orbital Theory
Practice Exercise 2

1 .       What is the major product obtained when HBr adds to Ph-CH2-CH=CH2? [Hint]



2 .       The protonation of which of the following molecules does not affect electron delocalization? [Hint]



3 .       How many equivalent resonance contributors does the cyclopentadienyl anion have? [Hint]



4 .       How many nodes are there (aside from the nodal plane of the p atomic orbitals) in the lowest occupied molecular orbital of the allyl cation? [Hint]



5 .       Which of the following statements is true? [Hint]



6 .       Which of the following best defines "delocalized electrons"? [Hint]



7 .       How many monosubstituted and disubstituted structures would there be for the benzene structure proposed by Dewar? [Hint]



8 .       Which of the following gives the correct order for the stability of free radicals? [Hint]



9 .       Which of the following is the most acidic? [Hint]



10 .       What is the bond order of the C-C bonds in the resonance hybrid of benzene? (Bond order = 1 for single bond, = 2 for double bond, etc.) [Hint]



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