CH3 H(D) CH3 -CH3 Na OEt R CH3 R CI Based on this information, answer the following: EtOH a. What type of isotopic effect is being observed? b. The reaction could proceed either through an E1 or E2 mechanism. Draw BOTH arrow- pushing mechanisms. c. Draw an energy vs reaction coordinate diagram for both of your mechanisms from part b. Draw their transition states, and clearly label in your diagrams the reactants, the intermediate(s) (if any) and the rate-determining step.

CH3 H(D) CH3 -CH3 Na OEt R CH3 R CI Based on this information, answer the following: EtOH a. What type of isotopic effect is being observed? b. The reaction could proceed either through an E1 or E2 mechanism. Draw BOTH arrow- pushing mechanisms. c. Draw an energy vs reaction coordinate diagram for both of your mechanisms from part b. Draw their transition states, and clearly label in your diagrams the reactants, the intermediate(s) (if any) and the rate-determining step.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter19: Eas: Electrophilic Aromatic Substitution

Section: Chapter Questions

Problem 45E

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