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C. Y. Yeung (CHW, 2009) p.01 Partition of Solute between 2 Immiscible Solvents “2 phases” in contact with each other … solvent 1 solvent 2 solute X Solute.

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Presentation on theme: "C. Y. Yeung (CHW, 2009) p.01 Partition of Solute between 2 Immiscible Solvents “2 phases” in contact with each other … solvent 1 solvent 2 solute X Solute."— Presentation transcript:

1 C. Y. Yeung (CHW, 2009) p.01 Partition of Solute between 2 Immiscible Solvents “2 phases” in contact with each other … solvent 1 solvent 2 solute X Solute X dissolves in both solvents 1 and 2. At eqm, the rate of diffusion from one solvent to another is the same as reverse rate.  conc. of X in 1 and 2 will remain constant at constant temperature.

2 p.02 A new K eq for this system: K D (partition coefficient) “distribution of solute in 2 solvents” X (solvent 1) X (solvent 2) CCl 4 and CHCl 3 are the only two organic solvents denser than water. x at start (conc.) 0 x – a a at eqm (conc.) KD =KD =KD =KD = x – a a (no unit) less dense solvent (usually organic solvent) more dense solvent (usually H 2 O) mol dm -3 / g cm -3

3 p.03 At 291K, K D of butanoic acid (CH 3 CH 2 CH 2 COOH) between ether and water is 3.5. Calculate the mass of butanoic acid extracted by shaking 100 cm 3 of water containing 10g of butanoic acid with 100 cm 3 of ether. ether (100cm 3 ) butanoic acid (10g) K D (at 291K) = 3.5 H 2 O (100cm 3 ) how many grams of butanoic acid could be extracted from water? At eqm: K D = 3.5 = a/100 (10-a)/100  7.78g of butanoic acid will be extracted. a = 7.78 Let a be the mass of butanoic acid to be extracted by ether, 1.K D > 1, i.e. butanoic acid is more soluble in ether than in water. 2.Butanoic acid could not be completely extracted from water by ether. At 291K, K D of butanoic acid (CH 3 CH 2 CH 2 COOH) between ether and water is 3.5.

4 p.04 p. 108 Check Point 16-8A CH 3 CCl 3 (100cm 3 ) A (6g) K D = 15 H 2 O (60cm 3 )  5.77g of A will be extracted. a = 5.77 At eqm: K D = 15 = a/100 (6-a)/60 Let a be the mass of A to be extracted by CH 3 CCl 3,

5 p.05 p. 128 Q. 16 H 2 O (50cm 3 ) lactic acid (8g) K D = 49.3 CHCl 3 (100cm 3 )  7.69g of lactic acid will be extracted. a = 7.69 At eqm: K D = 49.3 = a/50 (8-a)/100 Let a be the mass of A to be extracted by H 2 O, (a)  (7.40 + 0.55) = 7.95 g of lactic acid will be extracted. x = 7.40 At eqm: K D = 49.3 = x/25 (8-x)/100 Let x be the mass of A to be extracted by first 25cm 3 H 2 O, (b) y = 0.55g At eqm: K D = 49.3 = Let y be the mass of A to be extracted by another 25cm 3 H 2 O, y/25 (8-7.4-y)/100

6 p.06 p. 128 Q. 16(c) Solvent extraction is more efficient if the same amount of “extracting solvent” (H 2 O) is added in small portions several times instead of all at once. Solvent extraction is more efficient if the same amount of “extracting solvent” (H 2 O) is added in small portions several times instead of all at once. H 2 O (50cm 3 ) lactic acid (8g) K D = 49.3 CHCl 3 (100cm 3 ) “extracting solvent” Conclusion … ?  The mass of solute extracted by solvent extraction: 50cm 3  1 < 25cm 3  2 < 10cm 3  5 < 5cm 3  10

7 p.04 Application of Partition Equilibrium ? Application of Partition Equilibrium ? Paper Chromatography ! distribute between mobile phase stationary phase (stationary phase) (mobile phase) (solute) layer of water adsorbed on the filter paper

8 p.08 How does Paper Chromatography work? Solvent moves up with the solute. Different solutes have different K D between the mobile phase and stationary phase. Solute with larger K D (more soluble in solvent) will move faster on the paper when the solvent is soaking up. Different solutes could be separated on the filter paper. “chromotograph”

9 p.09 Chromatogram

10 p.10 Chromatography is used by the ‘Horse Racing Forensic Laboratory’ to test for the presence of illegal drugs in racehorses. (methanol as solvent)

11 p.11 R f value: calculated from the Chromatogram d1d1d1d1 d2d2d2d2 In methanol, R f of Caffeine = d 2 /d 1 Rf Rf Rf Rf is always smaller than 1. It is possible to characterize a particular compound separated from a mixture by its Rf Rf Rf Rf value. (ref.: p. 109)

12 p.12 Expt. 11Distribution of ethanoic acid between butan-1-ol and water butan-1-ol (25cm 3 ) water (40cm 3 ) 2M ethanoic acid (10cm 3 ) shaked 10cm 3 sample from organic layer + 25cm 3 H 2 O + phenolphthalein 10cm 3 sample from aqueous layer + phenolphthalein titrated against std. NaOH  V organic titrated against std. NaOH  V aqueous separating funnel

13 p.13 Repeat expt. With different vol. of CH 3 COOH, butan-1-ol and water …. V organic v1v1 v2v2 v3v3 v4v4 V aqueous vivi v ii v iii v iv KD =KD =KD =KD = [CH 3 COOH] organic [CH 3 COOH] aqueous (V organic  [NaOH]) / (10/1000) (V aqueous  [NaOH]) / (10/1000) = V organic V aqueous = Therefore … V organic V aqueous slope!

14 Assignment p.128 Q.14, 15, 17 p.230 Q.6(b), 12(b), 14 (a), (c) [due date: 19/3(Wed)] p.14 Next …. Acid-Base Eqm: Arrhenius Theory & Bronsted-Lowry Theory, K w & pH (p. 130-137)


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