A 50 ml aqueous sample containing 0.015 M amine (Ka = 3.16 x 10-9) was adjusted to pH 9.0 and then extracted 24 with 100 mL of chloroform. The CHCI3-H20 partition coefficient of the amine is K=4 favoring chloroform. What fraction of the amine was extracted by the organic solvent? A: 86% B: 12% C: 95% D: 5.3%

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A 50 ml aqueous sample containing 0.015 M amine (Ka = 3.16 x 10-9) was adjusted to pH 9.0 and then extracted
24
with 100 ml of chloroform. The CHCI3-H20 partition coefficient of the amine is K=4 favoring chloroform. What
fraction of the amine was extracted by the organic solvent?
A: 86%
B: 12%
C: 95%
D: 5.3%
Solvent Extraction – pH Effects
Fraction remaining in phase 1 after
1 extraction, q
V,
V,+ DV,
HA N
HA
CHOL
K [H *laq
K. +[H 1
[HA],
D =
(acid solute)
[HA], +[A ],
pH
more free acid, less A better extraction into organic solvent
Transcribed Image Text:A 50 ml aqueous sample containing 0.015 M amine (Ka = 3.16 x 10-9) was adjusted to pH 9.0 and then extracted 24 with 100 ml of chloroform. The CHCI3-H20 partition coefficient of the amine is K=4 favoring chloroform. What fraction of the amine was extracted by the organic solvent? A: 86% B: 12% C: 95% D: 5.3% Solvent Extraction – pH Effects Fraction remaining in phase 1 after 1 extraction, q V, V,+ DV, HA N HA CHOL K [H *laq K. +[H 1 [HA], D = (acid solute) [HA], +[A ], pH more free acid, less A better extraction into organic solvent
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