Chlorobenzene, C6H5Cl, is a key intermediate in the manufacture of dyes and pesticides

Chapter 18, Problem 18.153

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Chlorobenzene, C6H5Cl, is a key intermediate in the manufacture of dyes and pesticides. It is made by the chlorination of benzene, catalyzed by FeCl3, in this series of steps: (1) Cl2 1 FeCl3 BA FeCl5 (or Cl1FeCl4 2) (2) C6H6 1 Cl1FeCl4 2 BA C6H6Cl1 1 FeCl4 2 (3) C6H6Cl1BA C6H5Cl 1 H1 (4) H1 1 FeCl4 2 BA HCl 1 FeCl3 (a) Which of the step(s) is (are) Lewis acid-base reactions? (b) Identify the Lewis acids and bases in each of those steps.

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