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Separation of Amines and Carboxylic Acids Using Extraction

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Initially have a sample of a water-insoluble, neutral organic compound dissolved in 50 mL methylene chloride that may be contaminated with:
-Organic carboxylic acid
and/or -Organic amine base
The organic neutral compound will be a solid while the acid/base impurities can either be solids or liquids.

Devise a laboratory procedure to separate the organic neutral compound from the potential acid/base impurities and obtain a maximum yield of purified material. The sample must be in crystalline form.
All of the organic compounds can be recrystallized from 95% ethanol

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Hello
Your solution appears below. My comments are in parentheses, and should not be considered part of the procedure.

1. Transfer the sample of crude compound dissolved in 50 mL methylene chloride to a 125 ml separatory funnel. Extract three times with 15 mL portions of 5 % sodium bicarbonate. After each extraction, run the methylene chloride layer (bottom layer) out from the bottom, and pour the sodium bicarbonate solution out through the top. Discard the ...

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Separation of Amines and Carboxylic Acids Using Extractionis discussed in detail.

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