Quiz 7 in Chem 238: Aromaticity, Reactions, and Synthesis, Quizzes of Organic Chemistry

Download Quiz 7 in Chem 238: Aromaticity, Reactions, and Synthesis and more Quizzes Organic Chemistry in PDF only on Docsity! Chem 238 Summer, 2001 Quiz #7 Prof. Sasaki ______________________________________________________________________ 1. Indicate whether the followings are aromatic, non-aromatic or anti-aromatic. Assume that all molecules are planar. Briefly explain your reasoning. O N N Br H ,,,,, ++ + + 2. The following known reaction does not occur with the corresponding seven-membered ring analog. Explain. CH 3CH 3 Li CH 3CH 3 CH 3CH 3 Li no reaction+ Li+- + 3. Recall that the breaking of a C-D bond is slower than a C-H bond. Explain why the bromination of hexadeuterobenzene shows no isotopic effect. D D D D D D Br D D D D D + DBr FeBr 3 Br 2 4. Provide a reasonable synthesis for the following molecules starting from benzene and succinic anhydride. You may use any necessary reagents. O OO O OH Cl NO 2 OH O Cl Br ? ? ,