If I have a mixture of benzoic acid and benzil, and. .

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In the discussion, the interaction between a mixture of benzoic acid and benzil when dichloromethane is added and extracted with sodium hydroxide is analyzed. It is clarified that benzil is considered nonpolar rather than neutral, highlighting the distinction between its electrical neutrality and the properties of benzoic acid. The reaction of benzoic acid with sodium hydroxide is noted to produce water rather than a precipitate of sodium benzoate. Importantly, it is emphasized that benzil does not need to chemically react with dichloromethane to dissolve in it, allowing for effective extraction of benzil after benzoic acid has dissociated into the aqueous layer.
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If I have a mixture of benzoic acid and benzil, and I add dichloromethane to it and extract it using sodium hydroxide, the benzoic acid reacts with the sodium hydroxide to form sodium benzoate, but what does the benzil react with. I know that its in the organic layer because it's neutral but does it react with the dichloromethane? and is there a mechanism for it?
Any help is appreciated.
 
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1) We say that benzil is nonpolar, not "neutral"
(Well, depending on how you define "neutral"; benzil is electrically neutral, but then so is benzoic acid, the other compound)

2) Adding aqueous NaOH to benzoic acid forms water, not sodium benzoate precipitate

3) Benzil need not chemically react with dichloromethane to dissolve in it.
Hence you can extract it after the benzoic acid dissociates into the basic aqueous layer
 
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