11.a. A student performed the following kinetic isotope effect experiment to distinguish whether the mechanism below was E1 or E2. • The reaction below took 2 hours to achieve completion. When the substrate's H's were replaced with D's (so the substrate was fully deuterated), the reaction took 1.5 hours to achieve completion. Br ** H H NaOEt EtOH Draw the correct mechanism(s) and product(s) for the reaction above. Show stereochemistry clearly.

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11.a. A student performed the following kinetic isotope effect experiment to distinguish whether the
mechanism below was E1 or E2.
• The reaction below took 2 hours to achieve completion. When the substrate's H's were replaced with D's (so
the substrate was fully deuterated), the reaction took 1.5 hours to achieve completion.
H
Br
t
H
NaOEt
EtOH
Draw the correct mechanism(s) and product(s) for the reaction above. Show stereochemistry clearly.
Transcribed Image Text:11.a. A student performed the following kinetic isotope effect experiment to distinguish whether the mechanism below was E1 or E2. • The reaction below took 2 hours to achieve completion. When the substrate's H's were replaced with D's (so the substrate was fully deuterated), the reaction took 1.5 hours to achieve completion. H Br t H NaOEt EtOH Draw the correct mechanism(s) and product(s) for the reaction above. Show stereochemistry clearly.
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