Chemistry > QUESTIONS & ANSWERS > Hunter College, CUNY - CHEM 225.RCChap 19 Aromatic Sub Su19 HW B KEY (All)
Hunter College, CUNY - CHEM 225.RCChap 19 Aromatic Sub Su19 HW B KEY
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Org II (Hamann)Chapter 19 HW – Aromatic Substitution Name Instructions as usual. 1. Draw 3 complete mechanisms (ortho, meta, and para attack) for the reaction of n-butyl bromide and AlCl3 with ch... lorobenzene, including any resonance structures for the intermediate. Explain why the meta product is disfavored relative to the favored products. Note that the final step, loss of the proton, can be drawn from any of the resonance forms. Ortho and para attack are favored, as both allow for resonance stabilization of the cation by the chlorine. (Remember, chlorobenzene is less reactive than benzene because of the inductive effect, but the orientation is due to the resonance shown.) 2. Draw a mechanism and give the product for the following transformation. (Hint, the product is bicyclic.) [Show More]
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