Chapter 5: Problem 64
The [\(\alpha\)] of pure quinine, an antimalarial drug, is -165. a. Calculate the ee of a solution with the following [\(\alpha\)] values: -50, -83, and -120. b. For each \(ee,\) calculate the percent of each enantiomer present. c. What is [\(\alpha\)] for the enantiomer of quinine? d. If a solution contains 80% quinine and 20% of its enantiomer, what is the \(ee\) of the solution? e. What is [\(\alpha\)] for the solution described in part (d)?
Short Answer
Step by step solution
Understand Enantiomeric Excess (ee) Formula
Calculate ee for Given [α] Values
Calculate Percent of Each Enantiomer
Calculate [α] for the Enantiomeric Quinine
Calculate ee for a Solution with 80% Quinine
Calculate [α] for the Solution in Part (d)
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Specific Rotation
\([\alpha] = \frac{\theta}{l \times c}\)Where:
- \(\theta\) is the observed rotation in degrees.
- \(l\) is the length of the tube containing the solution in decimeters.
- \(c\) is the concentration of the solution in grams per milliliter.
Percent Composition of Enantiomers
Percentage of the major enantiomer = \( \frac{100 + ee}{2} \% \)This calculation helps in various applications, including synthesis and pharmaceuticals, by allowing scientists to control and understand the proportion of each enantiomer in a given sample.
Percentage of the minor enantiomer = \( \frac{100 - ee}{2} \% \)
Calculation of Enantiomeric Excess
\( ee = \left( \frac{|[ \alpha ]_{obs}|}{|[ \alpha ]_{pure}|} \right) \times 100\% \)Here, \([ \alpha ]_{obs}\) is the observed specific rotation of a mixture, and \([ \alpha ]_{pure}\) represents the specific rotation of a pure enantiomer. By using this formula, one can determine the dominant enantiomer and express the extent to which it is present in excess over its mirror image. A higher ee value implies a higher proportion of one enantiomer compared to the other, offering insight into the molecule's purity in terms of its optical activity.