During an acid base extraction of an organic compound dissolved in dichloromethane with sodium bicarbonate (NaHCO3), you do not recover any of the desired extracted product after completing all the remaining steps. What could the most probable reason(s) be for the observed outcome?   -The organic compound you want to extract is also a base; an acid is needed -You did not degassed/vent the separatory funnel -You did not shake the separatory funnel enough to react the base with the organic compound -You did not heat the mixture before the extraction -The organic compound evaporate from separatory funnel during the extraction

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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During an acid base extraction of an organic compound dissolved in dichloromethane with sodium bicarbonate (NaHCO3), you do not recover any of the desired extracted product after completing all the remaining steps. What could the most probable reason(s) be for the observed outcome?

 

-The organic compound you want to extract is also a base; an acid is needed
-You did not degassed/vent the separatory funnel
-You did not shake the separatory funnel enough to react the base with the organic compound
-You did not heat the mixture before the extraction
-The organic compound evaporate from separatory funnel during the extraction
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