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(S)-Lactic acid has a specific rotation of +3.8. (a) If the ee of a solution of lactic acid is 60%, what is[α]this solution? (b) How much of a dextrorotatory and levorotatory isomer does the solution contain?

Short Answer

Expert verified

(a) The αfor solution = +2.

(b) There is 80% dextrorotatory (+) isomer and 20% levorotatory (-) isomer.

Step by step solution

01

Calculation of the specific rotation for the solution

The specific rotation of a mixture can be calculated from the ee value. The term ee refers to the enantiomeric excess. The following is the relation between the enantiomeric excess and the specific rotation:

ee=αmixtureαpure×100%

αrefers to the specific rotation of the pure enantiomer.

02

Calculation of  [α] for the solution

(a)

The αfor the solution can be calculated by the following relationship:

ee=αmixtureαpure×100%αmixture+3.8×100%=60%eeαmixture=+2.3

(b)

The percentage of the dextrorotatory and the levorotatory isomers can be calculated by using the following relationship:

Enantiomeric excess (ee) = percentage of one isomer – the percentage of another isomer

80%-20%=60%ee

Therefore, there is 80% dextrorotatory (+) isomer and 20% levorotatory (-) isomer.

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