Practice_Quiz_15

Practice_Quiz_15 - Chapter 15 practice quiz with solutions

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CH 3 NO 2 CH 3 NO 2 COOH Br CO 2 H (A) CH 3 (i) HNO 3 , H 2 SO 4 , heat (ii) workup + (B) COOH (i) Br 2 , Fe (ii) workup two major products C 7 H 5 O 2 Br Practice Quiz 15 (1) Provide the organic products of the following reactions, as requested. (C) CH 3 (i) hot aqueous KMnO 4 , KOH (ii) workup
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p-nitrophenol 3-chloro-4-methylaniline (2) Provide structures inside the boxes for the two aromatic compounds indicated below. OH NO 2 NH 2 CH 3 Cl (3) Draw the resonance structures that contribute to the hybrid of the intermediate arenium ion in the ortho-chlorination of phenol. OH arenium ion Cl 2 Fe OH Cl OH .. .. Cl H OH .. Cl H OH .. Cl H OH .. Cl H + + + + resonance structures of the arenium ion intermediate
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(4) Show the formation of the "effective electrophile" in the following cases: bromination Br 2 Fe nitration HNO 3 /H 2 SO 4 Friedel-Crafts Acylation RCOCl/AlCl 3 Fe + Br 2 FeBr 3 2 2 3 Br-Br + FeBr 3 Br-Br-FeBr 3 - + [Br] + FeBr 4 - + bromonium ion RCCl O = + AlCl 3 RC-Cl-AlCl 3 O - + RC-Cl-AlCl 3 O - + [R-C=O] + AlCl 4 + - acylium ion HON=O O - + + HOSOH O O HON=O O - + H + + HOSO O O - HON=O O - + H +
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Practice_Quiz_15 - Chapter 15 practice quiz with solutions

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