In this experiment a mixture of approximately equal amounts of three compounds - benzoic acid, 2-naphthol, and hydroquinone dimethyl ether - will be separated by a series of liquid-liquid extractions and purified by recrystallization. The first two compounds are acidic (but of considerably different acid strengths) and the third is neutral. Discuss the purification technique used in this experiment, Liquid-Liquid extraction, how does it work? Which core principle does it rely on? (acid-base chemistry)- expand on this. How is acid-base chemistry used to extract compounds? To explain your answer, make sure to use the pKa's of the compounds in your discussion for evidence of how it works.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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In this experiment a mixture of approximately equal amounts of three compounds - benzoic acid, 2-naphthol, and hydroquinone dimethyl ether - will be separated by a series of liquid-liquid extractions and purified by recrystallization. The first two compounds are acidic (but of considerably different acid strengths) and the third is neutral. Discuss the purification technique used in this experiment, Liquid-Liquid extraction, how does it work? Which core principle does it rely on? (acid-base chemistry)- expand on this. How is acid-base chemistry used to extract compounds? To explain your answer, make sure to use the pKa's of the compounds in your discussion for evidence of how it works.
Water layer
Acidify (HCI)
Benzoic acid precipitates
Filter
Solid benzoic acid
Recrystallize
Pure Benzoic Acid
Mixture in Ether
Add NaHCO3 solution
Separation 1
tyt
Water layer
Acidify (HCI)
Naphthol precipitates
Filter
Solid naphthol
Decolourize and
recrystallize
Pure naphthol
Ether Layer
Add NaOH solution
Separation 2
Ether layer
Ether layer
Dry (Na₂SO)
Evaporate
Solid hydroquinone
dimethyl ether
Aqueous Washes
Separation 3
Decolourize and
recrystallize
Pure hydroquinone
dimethyl ether
Water layers
Discard
Transcribed Image Text:Water layer Acidify (HCI) Benzoic acid precipitates Filter Solid benzoic acid Recrystallize Pure Benzoic Acid Mixture in Ether Add NaHCO3 solution Separation 1 tyt Water layer Acidify (HCI) Naphthol precipitates Filter Solid naphthol Decolourize and recrystallize Pure naphthol Ether Layer Add NaOH solution Separation 2 Ether layer Ether layer Dry (Na₂SO) Evaporate Solid hydroquinone dimethyl ether Aqueous Washes Separation 3 Decolourize and recrystallize Pure hydroquinone dimethyl ether Water layers Discard
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