1CHM 2212-Organic Chemistry II Practice quizFebruary 28, 2002Recitation #7Dr. Bausch(covering material thru section 15.13)1. When anisole is nitrated, the major products are those shown:HNO3OCH3OCH3NO2+OCH3NO2Draw the resonance contributors for the intermediate carbocation ("arenium ion") for either the ortho or para attack by NO2+. Indicate the resonance contributor that is more stable than the others.No meta product forms. Draw the resonance forms for the intermediate carbocation that would lead to the m-nitroanisole. Why does this isomer not form?22. Outline how each of the following compounds could be made starting frombenzene.CO2HClClClCHCH3HO3SBrCl3. Consider the following synthetic transformation:C6H5BrA1) C3H5ClO (B) / AlCl32) H2O3) Zn(Hg) / HClC9H11BrCProduct C is the isomer found in the highest yield in the reaction. The 13C and 1H NMR spectra of product C are given on the next page. Using the synthetic information together with the molecular formulas and NMR spectra, deduce the structures of A, B, and C.313C NMR spectrumof C(7 signals)1H NMR spectrum of
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