10.a. A student performed the following kinetic isotope effect experiment. • The reaction below took 15 min to achieve completion. H₂C HII.. Br H3C DII Br H This group is isopropyl, going backwards into paper NaOEt EtOH La • The reaction below (note deuterium replacement) took 60 min to achieve completion. CD3 D3C D3C -CD3 NaOEt EtOH D Draw the correct mechanism(s) and product(s) for the top reaction with H-labeled reactant. S stereochemistry clearly.

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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10.a. A student performed the following kinetic isotope effect experiment.
• The reaction below took 15 min to achieve completion.
H3C H3C
HI
Br
D3C
• The reaction below (note deuterium replacement) took 60 min to achieve completion.
CD3
D3C
D
H
Br
This group is isopropyl,
going backwards into paper
NaOEt
EtOH
-CD3
NaOEt
EtOH
D
Draw the correct mechanism(s) and product(s) for the top reaction with H-labeled reactant. Show
stereochemistry clearly.
Transcribed Image Text:10.a. A student performed the following kinetic isotope effect experiment. • The reaction below took 15 min to achieve completion. H3C H3C HI Br D3C • The reaction below (note deuterium replacement) took 60 min to achieve completion. CD3 D3C D H Br This group is isopropyl, going backwards into paper NaOEt EtOH -CD3 NaOEt EtOH D Draw the correct mechanism(s) and product(s) for the top reaction with H-labeled reactant. Show stereochemistry clearly.
10.b. Draw the energy diagram for your reaction(s) in 10.a. Put all energy diagrams on the same reaction
coordinate below. Show the differences in energetics of the mechanisms and products in 10.a.
• Label "reactants," "products," and any "intermediates" and "transition states" consistent with your
mechanisms. Label clearly the activation energy (Ea) and the free energy of the reaction (AGreaction). Show
differences in energies for all species.
Energy
Reaction Coordinate
Transcribed Image Text:10.b. Draw the energy diagram for your reaction(s) in 10.a. Put all energy diagrams on the same reaction coordinate below. Show the differences in energetics of the mechanisms and products in 10.a. • Label "reactants," "products," and any "intermediates" and "transition states" consistent with your mechanisms. Label clearly the activation energy (Ea) and the free energy of the reaction (AGreaction). Show differences in energies for all species. Energy Reaction Coordinate
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