Part 2 - Liquid-liquid Extraction A mixture of all six compounds is subjected to multiple liquid-liquid extractions as described below: Step 1: All 6 compounds are dissolved in diethyl ether and washed with neutral Mixture of I, II, III, IV, V, VI water. The layers are then separated into solution A (aqueous) and solution B (organic). Step 1 Aqueous Layer Organic Layer Step 2: Solution B from step 1 is then basified using a 1M solution of NaHCO3(aq) Solution A and extracted with diethyl ether. The layers are then separated into solution C (aqueous) and solution D (organic). Step 3: Solution D from step 2 is then washed with 0.1M solution of HCl(aq). The layers are then separated into solution E (aqueous) and solution F (organic). Aqueous Layer Solution B Step 2 Organic Layer Solution C Solution D Step 3 Aqueous Layer Organic Layer Solution E Solution F (d) Indicate the compound(s) that are present in each solution. If a solution does not contain a compound, indicate NONE. Solution A C E F Compound(s) Question 3. A professor performed the following reaction to hydrolyze compound I, but made a rookie mistake and did not let the reaction proceed long enough. Answer the following questions related to the separation of a mixture containing compounds I-VI using liquid-liquid extraction OR by column chromatography. одно ха двон HO OH KOH(aq) || Heat | HO. III OH H₂N + IV + Part 1 - Solubility (a) Which of compound(s) I-VI is expected to be most soluble in neutral water? O= VI (b) Which of compound(s) I-VI can be made more aqueous soluble using hydrochloric acid (HCI)? (c) Which of compound(s) I-VI can be made more aqueous soluble using sodium bicarbonate (NaHCO3)? OH

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
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Part 2 - Liquid-liquid Extraction
A mixture of all six compounds is subjected to multiple liquid-liquid extractions as described below:
Step 1: All 6 compounds are dissolved in
diethyl ether and washed with neutral
Mixture of I, II, III, IV, V, VI
water. The layers are then separated into
solution A (aqueous) and solution B
(organic).
Step 1
Aqueous
Layer
Organic Layer
Step 2: Solution B from step 1 is then
basified using a 1M solution of NaHCO3(aq) Solution A
and extracted with diethyl ether. The layers
are then separated into solution C
(aqueous) and solution D (organic).
Step 3: Solution D from step 2 is then
washed with 0.1M solution of HCl(aq). The
layers are then separated into solution E
(aqueous) and solution F (organic).
Aqueous
Layer
Solution B
Step 2
Organic Layer
Solution C
Solution D
Step 3
Aqueous
Layer
Organic Layer
Solution E
Solution F
(d) Indicate the compound(s) that are present in each solution. If a solution does not contain a
compound, indicate NONE.
Solution
A
C
E
F
Compound(s)
Transcribed Image Text:Part 2 - Liquid-liquid Extraction A mixture of all six compounds is subjected to multiple liquid-liquid extractions as described below: Step 1: All 6 compounds are dissolved in diethyl ether and washed with neutral Mixture of I, II, III, IV, V, VI water. The layers are then separated into solution A (aqueous) and solution B (organic). Step 1 Aqueous Layer Organic Layer Step 2: Solution B from step 1 is then basified using a 1M solution of NaHCO3(aq) Solution A and extracted with diethyl ether. The layers are then separated into solution C (aqueous) and solution D (organic). Step 3: Solution D from step 2 is then washed with 0.1M solution of HCl(aq). The layers are then separated into solution E (aqueous) and solution F (organic). Aqueous Layer Solution B Step 2 Organic Layer Solution C Solution D Step 3 Aqueous Layer Organic Layer Solution E Solution F (d) Indicate the compound(s) that are present in each solution. If a solution does not contain a compound, indicate NONE. Solution A C E F Compound(s)
Question 3.
A professor performed the following reaction to hydrolyze compound I, but
made a rookie mistake and did not let the reaction proceed long enough. Answer the following questions
related to the separation of a mixture containing compounds I-VI using liquid-liquid extraction OR by
column chromatography.
одно
ха
двон
HO
OH
KOH(aq)
||
Heat
|
HO.
III
OH
H₂N
+
IV
+
Part 1 - Solubility
(a) Which of compound(s) I-VI is expected to be most soluble in neutral water?
O=
VI
(b) Which of compound(s) I-VI can be made more aqueous soluble using hydrochloric acid (HCI)?
(c) Which of compound(s) I-VI can be made more aqueous soluble using sodium bicarbonate
(NaHCO3)?
OH
Transcribed Image Text:Question 3. A professor performed the following reaction to hydrolyze compound I, but made a rookie mistake and did not let the reaction proceed long enough. Answer the following questions related to the separation of a mixture containing compounds I-VI using liquid-liquid extraction OR by column chromatography. одно ха двон HO OH KOH(aq) || Heat | HO. III OH H₂N + IV + Part 1 - Solubility (a) Which of compound(s) I-VI is expected to be most soluble in neutral water? O= VI (b) Which of compound(s) I-VI can be made more aqueous soluble using hydrochloric acid (HCI)? (c) Which of compound(s) I-VI can be made more aqueous soluble using sodium bicarbonate (NaHCO3)? OH
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