When the following deuterium-labeled compound is treated with potassium tert-butoxide in DMF, a single product is observed. When the same substrate is heated in the presence of dilute potassium ethoxide in ethanol, a mixture of two products is formed. Provide the complete, detailed mechanism (curved arrows) for each reaction and label each reaction as E1 or E2. Note: deuterium is an isotope of hydrogen and can be treated similarly to hydrogen in chemical reactions but cannot be implied. KOBU DMF X H dilute KOET EtOH ?+ ?

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When the following deuterium-labeled compound is treated with potassium tert-butoxide in DMF, a single
product is observed. When the same substrate is heated in the presence of dilute potassium ethoxide in
ethanol, a mixture of two products is formed. Provide the complete, detailed mechanism (curved arrows)
for each reaction and label each reaction as E1 or E2. Note: deuterium is an isotope of hydrogen and can be
treated similarly to hydrogen in chemical reactions but cannot be implied.
D
H
KO/Bu
DMF
D
H
dilute KOET
EtOH
?+ ?
Transcribed Image Text:When the following deuterium-labeled compound is treated with potassium tert-butoxide in DMF, a single product is observed. When the same substrate is heated in the presence of dilute potassium ethoxide in ethanol, a mixture of two products is formed. Provide the complete, detailed mechanism (curved arrows) for each reaction and label each reaction as E1 or E2. Note: deuterium is an isotope of hydrogen and can be treated similarly to hydrogen in chemical reactions but cannot be implied. D H KO/Bu DMF D H dilute KOET EtOH ?+ ?
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