(c) Jamaica, wanted to make compound 11 through substitution reaction of 10. He thought of using sodium ethoxide as a nucleophile. He initially thought of doing the reaction at room temperature but changed the temperature to 120 °C as he was in a hurry to get KFC and wanted the reaction to finish as soon as possible. To his surprise, he only isolated compound 12 instead of compound 11 that he was trying to make. (1) 10 Na OEt, 120 °C EtOH 11 trace amounts (0.001%) 12 98% Using curly arrows, provide mechanistic explanation why he isolated compound 12 instead of compound 11.

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(c) Jamaica, wanted to make compound 11 through substitution reaction of 10. He thought of using
sodium ethoxide as a nucleophile. He initially thought of doing the reaction at room temperature
but changed the temperature to 120 °C as he was in a hurry to get KFC and wanted the reaction
to finish as soon as possible. To his surprise, he only isolated compound 12 instead of
compound 11 that he was trying to make.
(1)
10
Na OEt, 120 °C
EtOH
11
trace amounts (0.001%)
12 98%
Using curly arrows, provide mechanistic explanation why he isolated compound 12
instead of compound 11.
Transcribed Image Text:(c) Jamaica, wanted to make compound 11 through substitution reaction of 10. He thought of using sodium ethoxide as a nucleophile. He initially thought of doing the reaction at room temperature but changed the temperature to 120 °C as he was in a hurry to get KFC and wanted the reaction to finish as soon as possible. To his surprise, he only isolated compound 12 instead of compound 11 that he was trying to make. (1) 10 Na OEt, 120 °C EtOH 11 trace amounts (0.001%) 12 98% Using curly arrows, provide mechanistic explanation why he isolated compound 12 instead of compound 11.
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