CHEM 2P20 Study Guide - Midterm Guide: Benzoic Acid, Electrophilic Aromatic Substitution, Nucleophile
2 Mar 2020
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This test contains 14 pages and 6 questions. Your responsibility to ensure that your answers are legible. Answers written in pencil will not be remarked. Do not remove pages from the test package. Indicate whether the following compounds are aromatic, anti-aromatic, or non- aromatic. S aromatic aromatic aromatic aromatic (1) mark each. One ring of phenyl benzoate undergoes electrophilic aromatic substitution more readily than the other. The a ring is activated (2) toward electrophilic attack because the oxygen atom can donate an unshared electron pair (1) to it and stabilize the intermediate arenium ion when attack occurs at the ortho or para position (1). Provide a detailed mechanism, including any and all necessary arrows, for the following (a) chemical transformations. Competition experiments are those in which two reactants at the same concentration (or one reaction with two reactive sites) compete for a reagent. Predict the major product resulting from each of the following competition experiments. (a) (b)
