When the molecule shown below is treated with AICI3, one organic product A is cleanly isolated after an acidic aqueous workup. The proton spectrum shown was obtained. The signal at 8.5 ppm disappears when a D₂O shake is conducted. 1H 2H₁ 12H Provide the structure of A in the box ppm 3H

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When the molecule shown below is treated with AlCl3, one organic product A is cleanly
isolated after an acidic aqueous workup.
The proton spectrum shown was obtained. The signal at 8.5 ppm disappears when a
D₂O shake is conducted.
1H
2H 12H
IL
Provide the structure of A in the box
1. AlCl3
2. H₂O/H3O+
5
ppm
Write a Mechanism for the formation of product A:
3H
Transcribed Image Text:When the molecule shown below is treated with AlCl3, one organic product A is cleanly isolated after an acidic aqueous workup. The proton spectrum shown was obtained. The signal at 8.5 ppm disappears when a D₂O shake is conducted. 1H 2H 12H IL Provide the structure of A in the box 1. AlCl3 2. H₂O/H3O+ 5 ppm Write a Mechanism for the formation of product A: 3H
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