Unformatted text preview: Test #1 CH223 Canelas Name: ,
Green Summer, 2010 print last print first Each answer in this section is worth 10 points Answer questions thoroughly and show your work for full or partial credit. 21. Predict the skeletal structure of the major organic product and use curved arrows and chemical
structures to show the most likely multi-step mechanism. Please be sure to clearly show any
formal charges and relevant lone pairs on heteroatoms. Do NOT supply any additional reagents
that are not listed in the problem. Please be sure your ﬁnal product is clearly indicated on the answer sheet!
H I \ O KOH h
0 + /U\ CsHaoz
0 water 22. In 3 sentences or less (unlimited drawings allowed), explain why aniline (shown) is an activating,
ortho/para—directing substrate in a Friedal—Crafts alkylation reaction. NH2 :3 The next two problems show a chemical transformation that requires more than one step. Supply the
necessary reagents in the correct order (use the reagent table for ideas). Each problem requires at ' least three reaction steps, but you may use as many as six steps, if necessary. 23. Prepare OH OH O O
by starting with \/U\/U\/ H3C‘§ >—‘ " 24. Prepare Br . by starting with benzene. ...
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