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Unformatted text preview: Dr.Malgorzata Deyrup. All rights reserved. Copyright Department of Chemistry University of Florida PRACTICE TEST 2 CHM 2211-0787 Fall 2009 1. (32) Predict the product(s) ( if any ) of the following reactions: a. b. c. d. CO 2 CH 3 e. f. NH O + O- + NH 2 g. h. O + LiAlD 4 H + /H 2 O workup COOH + Li excess H + /H 2 O workup 1. n-BuLi 2. acetone 3.workup NO 2 + Br 2 FeBr 3 CHO OMe HNO 3 /H 2 SO 4 OCH 3 CH 3 COCl AlCl 3 1 2. (15) Indicate which structures are aromatic(A), antiaromatic(AA) or nonaromatic(NA). If aromatic or antiaromatic indicate number of electrons in closed loops: O O O N N N S 3. (20) Write step by step mechanism for the following transformation. Make sure that you indicate clearly with arrows which way the electrons flow. Keep track of all your charges. O H + CHO 4. (15) 2,6-Dit-butyl-4-methylphenol (BHT), a known antioxidant in foods that retards spoilage is synthesized industrially from 4-methylphenol by reaction with 2-methylpropene in the presence of a phosphoric acid as...
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