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.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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1. А KH/KD ratio of 6.5 is observed for the reaction below.
H(D) CH3
CH3
סל
но
CI
CH3
+
ΘΘ
Na OEt
EtOH
R
CH3
Based on this information, answer the following:
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.
DNSON
d. Based on the observed kinetic isotopic effect, which mechanism option (E1 or E2) is more
likely operating? Provide a concise (but clear) explanation of your choice.
Transcribed Image Text:1. А KH/KD ratio of 6.5 is observed for the reaction below. H(D) CH3 CH3 סל но CI CH3 + ΘΘ Na OEt EtOH R CH3 Based on this information, answer the following: 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. DNSON d. Based on the observed kinetic isotopic effect, which mechanism option (E1 or E2) is more likely operating? Provide a concise (but clear) explanation of your choice.
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