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RESOLUTION OF PHENYLSUCCINIC ACID

RESOLUTION OF PHENYLSUCCINIC ACID - soluble and the other...

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RESOLUTION OF PHENYLSUCCINIC ACID USING (-)-PROLINE AS A RESOLVING AGENT REPORT SHEET NAME DATE 4/13/08 LAB DAY None TIME None BALANCED CHEMICAL EQUATION RESULTS Actual Yield of ( S )-(+)-PSA .43 g Theoretical Yield of ( S )-(+)-PSA .97 g Percent Yield 44.3 % OPTICAL ROTATION Observed rotation, α 3.8 ° Specific rotation, [ α ] 142.9 ° (Conc. = 0.0266 g/mL, acetone) [ α] max + 173.3 ° %-Optical purity 82.45 %
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Post-Laboratory Questions 1. In this experiment, racemic ( ± )-phenylsuccinic acid was resolved to obtain pure ( S )- (+)-phenylsuccinic acid. Which enantiomer is present in the filtrate from Step 5? The filtrate produced in Step 5 contains (R-PSA)-(S-Pro) salt. This is true because the reaction of racemic phenylsuccinic acid amd the L-(-)-Proline produced two salts, one soluble and the other insoluble. Since the salt formed between R-PSA and L-Proline is
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Unformatted text preview: soluble and the other insoluble. Since the salt formed between R-PSA and L-Proline is soluble, we know that it will dissolve, and it is present in the liquid filtrate. 2. The composition of a mixture of known optically active substances can be calculated from its specific rotation using the following equation: [ ] = [ ] A X A + [ ] B X B [ ] = Specific rotation of the mixture [ ] A = Specific rotation of component A X A = Mole fraction of component A X B = Mole fraction of component B Calculate the percentage of -D-glucose in a mixture of -D-glucose [ ] = +112 and -D-glucose [ ] = +18.7 that has a specific rotation of +52.7 . (Hint: X A + X B = 1)...
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