To the right are two enantiomeric natural products with vastly different olfactory properties. I find this example of enantiomeric pairs particularly intriguing, as I love caraway and rye but loathe searment: Answer the questions below with the understanding that an optically pure solution of the (-)-enantiomer of carvone rotates light counterclockwise 60*. a. what would be the observed optical rotation of a solution comprised of a 3:1 ratio of the (+) to (-) enantiomers of carvone? b. a different solution of both carvone enantiomers exhibits an observed optical rotation of -10*. determine the enantiomeric excess for this solution. c. which enantiomer (R or S) is in excess in the solution from (b)? how do you know? d. using your answer (b) above, calculate the actual percentages of each enantiomer in the solution.

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter14: Elimination
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To the right are two enantiomeric natural products with vastly different olfactory properties. I find this example of enantiomeric pairs particularly intriguing, as I love caraway and rye but loathe searment:

Answer the questions below with the understanding that an optically pure solution of the (-)-enantiomer of carvone rotates light counterclockwise 60*.

a. what would be the observed optical rotation of a solution comprised of a 3:1 ratio of the (+) to (-) enantiomers of carvone?

b. a different solution of both carvone enantiomers exhibits an observed optical rotation of -10*. determine the enantiomeric excess for this solution.

c. which enantiomer (R or S) is in excess in the solution from (b)? how do you know?

d. using your answer (b) above, calculate the actual percentages of each enantiomer in the solution.

3. To the right are two enantiomeric natural
products with vastly different olfactory
properties. I find this example of enantiomeric
pairs particularly intriguing, as I love caraway
and rye, but loathe spearmint:
Answer the questions below, with the
understanding that an optically pure solution of
the (-)-enantiomer of carvone rotates light
counterclockwise 60°.
|(R)-carvone
spearmint
(S)-carvone
caraway
a. What would be the observed optical rotation of a solution comprised of a 3:1 ratio
of the (+) to (-) enantiomers of carvone?
b. A different solution of both carvone enantiomers exhibits an observed optical
rotation of -10°. Determine the enantiomeric excess for this solution.
c. Which enantiomer (R or S) is in excess in the solution from (b)? How do you
know?
d. Using your answer from (b) above, calculate the actual percentages of each
enantiomer in the solution.
Transcribed Image Text:3. To the right are two enantiomeric natural products with vastly different olfactory properties. I find this example of enantiomeric pairs particularly intriguing, as I love caraway and rye, but loathe spearmint: Answer the questions below, with the understanding that an optically pure solution of the (-)-enantiomer of carvone rotates light counterclockwise 60°. |(R)-carvone spearmint (S)-carvone caraway a. What would be the observed optical rotation of a solution comprised of a 3:1 ratio of the (+) to (-) enantiomers of carvone? b. A different solution of both carvone enantiomers exhibits an observed optical rotation of -10°. Determine the enantiomeric excess for this solution. c. Which enantiomer (R or S) is in excess in the solution from (b)? How do you know? d. Using your answer from (b) above, calculate the actual percentages of each enantiomer in the solution.
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