A sample of limonene has a specific rotation of +75.9°. R-(+)-limonene [a]p = +125.6° and S-(-)-limonene [a]p = -122.1°. What is the percent enantiomercic excess (% ee)? % ee: What is the molecular composition of this same sample? percent of S isomer: percent of R isomer:

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
icon
Related questions
Question
### Optical Activity and Enantiomeric Excess of Limonene

A sample of limonene is analyzed to have a specific rotation of +75.9°. The specific rotations of the individual isomers are as follows:

- \( R \)-(+)-limonene: \([\alpha]_D = +125.6°\)
- \( S \)-(-)-limonene: \([\alpha]_D = -122.1°\)

#### Calculate the Percent Enantiomeric Excess (% ee)

To find the percent enantiomeric excess, use the following formula:

\[
\% ee = \left(\frac{\text{observed rotation}}{\text{rotation of pure enantiomer}}\right) \times 100
\]

#### Determine the Molecular Composition

The molecular composition can be found by determining the percentages of the \( S \) and \( R \) isomers in the sample.

- Calculate the percentage of the \( S \) isomer:
  
  \[
  \% \text{ of } S \text{ isomer: } \_\_\_\_
  \]

- Calculate the percentage of the \( R \) isomer:
  
  \[
  \% \text{ of } R \text{ isomer: } \_\_\_\_
  \]

### NOTE
These calculations help in understanding the chiral purity and composition of the limonene sample, which is crucial in various applications such as flavoring, fragrance, and pharmaceutical industries.
Transcribed Image Text:### Optical Activity and Enantiomeric Excess of Limonene A sample of limonene is analyzed to have a specific rotation of +75.9°. The specific rotations of the individual isomers are as follows: - \( R \)-(+)-limonene: \([\alpha]_D = +125.6°\) - \( S \)-(-)-limonene: \([\alpha]_D = -122.1°\) #### Calculate the Percent Enantiomeric Excess (% ee) To find the percent enantiomeric excess, use the following formula: \[ \% ee = \left(\frac{\text{observed rotation}}{\text{rotation of pure enantiomer}}\right) \times 100 \] #### Determine the Molecular Composition The molecular composition can be found by determining the percentages of the \( S \) and \( R \) isomers in the sample. - Calculate the percentage of the \( S \) isomer: \[ \% \text{ of } S \text{ isomer: } \_\_\_\_ \] - Calculate the percentage of the \( R \) isomer: \[ \% \text{ of } R \text{ isomer: } \_\_\_\_ \] ### NOTE These calculations help in understanding the chiral purity and composition of the limonene sample, which is crucial in various applications such as flavoring, fragrance, and pharmaceutical industries.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 4 steps with 2 images

Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY