3. The specific rotation of (S)-carvone is +61°. A chemist prepared a mixture of (R)-carvone and its enantiomer,and this mixture had an observed rotation of -50°.A. What is the specific optical rotation of pure (R)-carvone?B. Calculate the %ee of this mixture.C. What percentage of this mixture is (S)-carvone?

Given that specific rotation of (S)-carvone = + 61° (S)-carvone and (R)-carvone are enantiomers…

Answered: 3. The specific rotation of (S)-carvone…

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter16: Aldehydes And Ketones

Section: Chapter Questions

Problem 16.71P

See similar textbooks

Similar questions

2. The specific rotation of (S)-carvone (at 20°C) is +61. A chemist prepared a mixture of (R)-carvone and its enantiomer, and this mixture had an observed rotation of -55°. a. What is the specific rotation of (R)-carvone at 20°C? b. Calculate the % ee of this mixture. c. What percentage of the mixture is (S)-carvone?
A 0.26 M solution of an enantiomerically pure chiral compound D has an observed rotation of +0.197° in a 1‑dm sample container. The molar mass of the compound is 132.3 g/mol. a. What is the specific rotation of D? b. What is the observed rotation if this solution is mixed with an equal volume of a solution that is 0.26 M in L, the enantiomer of D? c. What is the observed rotation if the solution of D is diluted with an equal volume of solvent?
The specific rotation of pure (+)-carvone gives a specific rotation of +61.0⁰. A sample of carvone was isolated from spearmint oil. The sample gave a specific rotation of 30.5°. a. What enantiomer is the major enantiomer present in spearmint oil? b. In the sample, what is % ee of the major enantiomer? c. In the sample, what is the total % of the major enantiomer? d. In the sample, what is the total % of the minor enantiomer? e. What part of the sample constitutes the racemic mixture of the enantiomers?
6. When one of the enantiomers of 2-hexanol is placed in a polarimeter, a rotation of 8,100 is observed against the hands of the clock. The solution was prepared by diluting 12 g of 2-hexanol in a total of 80 mLt by placing the resulting solution in a 400 mm long polarimeter cell. Determine the specific rotation of this 2-hexanol enantiomer.
4 What are enantiomers? What instrument can you use to distinguish the enantiomers? What is racemic mixture? What is enantiomeric excess (e.e)? 5 For a chiral compound with 2 chiral centers how many configurations (also called isomers in lose sense) are possible. Use 2¹ rule. 6 Pure (R)- lactic acid has rotation of + 12.31º. A mixture of lactic acid has a specific rotation of +2.71º. Determine the percent composition of two enantiomers (R) and (S) in the mixture.
Consider molecules with more than one chiral center. Consider 2,3-dyhdroxybutanoic acid. a. How many chiral centers does it have? b. Which ones? c. Reproduce the structure and encircle the four groups, which are linked to each chiral carbon.
5. Solution A contains 9 g of pure (-)-fructose was diluted to 500 mL with water and placed in a polarimeter tube 20 cm long. The measured rotation was -3.31°. a. Calculate the specific rotation of the compound in the solution. b. If Solution A were mixed with 500 mL of a solution containing 2 g of racemic fructose (Solution B), what would be the optical purity (% enantiomeric excess) of the resulting fructose mixture?
3. A solution of enantiomers has an observed specific rotation of +8.0°ml/g dm and pure (+) enantiomer has a specific rotation of +12'ml/g dm. Determine the optical purity and ratio of the enantiomers in the mixture.
6. For the following molecule a. Provide the R or S stereochemistry for each chiral carbon. b. How many possible isomers can this molecule have? c. Draw 2 different diastereomers and provide their R or S stereochemistry. d. Provide the IUPAC name for the structure. HO, Br
1. How many chiral centers available in this compound: а. 1 CH3 b. 2 с. 3 H CH3 d. 4 OCH3 2. How many stereoisomers are possible for the above compound in question 1: b. 2 с. 3 d. 4 a. 1
6. What is the enantiomeric excess in a sample with a 1:1.2 mixture of R:S enantiomer
For 2-bromo-3-chlorobutane: a. Draw the 2-D Lewis structure b. How many stereoisomers are possible for this compound? Draw a Fischer projection for each; label enantiomers. Label diastereomers. Label any meso compounds (A meso compound is a compound that contains stereocenters but it is achiral). С.

SEE MORE QUESTIONS

Recommended textbooks for you

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Macroscale and Microscale Organic Experiments

Chemistry

ISBN:

9781305577190

Author:

Kenneth L. Williamson, Katherine M. Masters

Publisher:

Brooks Cole

Organic Chemistry

Chemistry

ISBN:

9781305580350

Author:

William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:

Cengage Learning

Macroscale and Microscale Organic Experiments

Chemistry

ISBN:

9781305577190

Author:

Kenneth L. Williamson, Katherine M. Masters

Publisher:

Brooks Cole

SEE MORE TEXTBOOKS