22.65 When the following acid chloride is treated with AICI3, followed by HCl and Zn(Hg), a product is formed whose 'H NMR and IR spectra are shown here. Draw the product and propose a complete, detailed mechanism for the first of these two reactions. 1. AICI3 2. HCI, Zn(Hg) 100- 80- ? 60- 40- * 20- 7 6 4 3 2 1 4500 4000 3500 3000 2500 2000 1500 1000 500 Chemical shift (ppm) Wavenumbers (cm-1) % Transmittance

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22.65 When the following acid chloride is treated with AICI3, followed by HCl and Zn(Hg), a product is formed whose 'H NMR
and IR spectra are shown here. Draw the product and propose a complete, detailed mechanism for the first of these two
reactions.
.CI
1. AICI3
2. HCI, Zn(Hg)
100
80-
?
60
40-
* 20-
7
4
3
1
4500 4000 3500 3000 2500 2000 1500 1000
500
Chemical shift (ppm)
Wavenumbers (cm-1)
% Transmittance
Transcribed Image Text:22.65 When the following acid chloride is treated with AICI3, followed by HCl and Zn(Hg), a product is formed whose 'H NMR and IR spectra are shown here. Draw the product and propose a complete, detailed mechanism for the first of these two reactions. .CI 1. AICI3 2. HCI, Zn(Hg) 100 80- ? 60 40- * 20- 7 4 3 1 4500 4000 3500 3000 2500 2000 1500 1000 500 Chemical shift (ppm) Wavenumbers (cm-1) % Transmittance
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