In the preparation of benzil, if the reaction conditions are too basic then a secondary reaction may occur which is called a benzilic acid rearrangement. Its accepted mechanism is shown below. OH O OH H* но Ph- Ph- Ph- > Ph Ph work OH Ph Ph Ph HO up benzilic acid If some of your benzil were rearranged to benzilic acid where would the benzilic acid (or its anion) end up during the work up for the oxidation of benzoin to benzyl?

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In the preparation of benzil, if the reaction conditions are too basic then a secondary reaction
may occur which is called a benzilic acid rearrangement. Its accepted mechanism is shown
below.
П.
OH O
HO
H*
Ph
Ph
Ph
Ph
Ph-
Ph
work
ОН
Ph
HO
Ph
OH
Ph
up
Ph
benzilic acid
If some of your benzil were rearranged to benzilic acid where would the benzilic acid (or its
anion) end up during the work up for the oxidation of benzoin to benzyl?
Transcribed Image Text:In the preparation of benzil, if the reaction conditions are too basic then a secondary reaction may occur which is called a benzilic acid rearrangement. Its accepted mechanism is shown below. П. OH O HO H* Ph Ph Ph Ph Ph- Ph work ОН Ph HO Ph OH Ph up Ph benzilic acid If some of your benzil were rearranged to benzilic acid where would the benzilic acid (or its anion) end up during the work up for the oxidation of benzoin to benzyl?
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