ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
2nd Edition
ISBN: 9780393664034
Author: KARTY
Publisher: NORTON
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Chapter 5, Problem 5.31P
Interpretation Introduction
Interpretation:
The specific rotation for the solution that is
Concept introduction:
Enantiomeric excess is a measurement of purity used for chiral compounds. It indicates the degree to which a solution contains one enantiomer in higher amounts than the other. If relative amounts of two enantiomers, in a solution, are known, the enantiomeric excess is calculated by first determining the percentage of the solution that is racemic, and the remaining percentage of the solution is entirely the enantiomeric excess. The direction of the specific rotation of a solution is governed by the enantiomer that is in excess.
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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?
pure (S) enantiomer has a specific rotation of -63deg, what is the specific rotation of the mixture if a racemic mixture of (30g) was treated with chiral reagent to separate the (R) enantiomer?
If the sample of the pure R enantiomer of a molecule has a specific rotation of -40 degrees and your mixture of that molecule has an 82% ee S, what is the observed specific rotation of your sample?
Chapter 5 Solutions
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
Ch. 5 - Prob. 5.1PCh. 5 - Prob. 5.2PCh. 5 - Prob. 5.3PCh. 5 - Prob. 5.4PCh. 5 - Prob. 5.5PCh. 5 - Prob. 5.6PCh. 5 - Prob. 5.7PCh. 5 - Prob. 5.8PCh. 5 - Prob. 5.9PCh. 5 - Prob. 5.10P
Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Prob. 5.13PCh. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - Prob. 5.40PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 - Prob. 5.67PCh. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Prob. 5.73PCh. 5 - Prob. 5.74PCh. 5 - Prob. 5.75PCh. 5 - Prob. 5.76PCh. 5 - Prob. 5.77PCh. 5 - Prob. 5.78PCh. 5 - Prob. 5.79PCh. 5 - Prob. 5.1YTCh. 5 - Prob. 5.2YTCh. 5 - Prob. 5.3YTCh. 5 - Prob. 5.4YTCh. 5 - Prob. 5.5YTCh. 5 - Prob. 5.6YTCh. 5 - Prob. 5.7YTCh. 5 - Prob. 5.8YTCh. 5 - Prob. 5.9YTCh. 5 - Prob. 5.10YTCh. 5 - Prob. 5.11YTCh. 5 - Prob. 5.12YTCh. 5 - Prob. 5.13YTCh. 5 - Prob. 5.14YTCh. 5 - Prob. 5.15YTCh. 5 - Prob. 5.16YTCh. 5 - Prob. 5.17YT
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- a pure chiral compound has a specific rotation of +100°. Determine the % composition of an enantiomeric mixture of this compound that has a specific rotation of +60°. Please show all steps.arrow_forwardStereochemistry: Identifying Chiral Centers Indicate with an astrisk (*) each of the chiral centers in the following molecules:arrow_forwardAre the following compounds chiral ? Determine the configuration if it is chiral and draw the enantiomer, for each structure.arrow_forward
- Which Carbons are chiral? What is the absolute (R/S) configuration of the chiral carbon that IS NOT also part of a ring? Is it an R or S configuration? Show the priorities the using the structure below that led to this answer.arrow_forwardProvide R/S configurations to all chiral centersarrow_forwardIs this a chiral center? If so, R or S?arrow_forward
- A chiral sample gives a rotation that is close to 180°. How can one tell whether this rotation is +180° or -180°?arrow_forwardIdentify chiral center and assign configuration (R or S) of each one in the compound.arrow_forwardThe specific rotation of (R)carvone is -61o. A chemist prepared a mixture of (R)-carvone and (S)-carvone, and the mixture had an observed rotation of -47o. What is the % enantiomeric excess (ee) of the mixture?arrow_forward
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