Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Question
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?
Is this a chiral center? If so, R or S?
When is a molecule chiral or achiral?
Chapter 5 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
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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- The specific rotation of the S-enantiomer of a compound is -120°. What is the percentage of the R-enantiomer in a sample of the compound that has a measured specific rotation of –30°.arrow_forwardPart A Determine whether the following molecule is chiral. It is chiral, draw its enantiomer. It it is not chiral, draw a stereoisomer of the compound that is chiral CH, CH₁arrow_forwardHow many chiral centers are there in this molecule and identify them on the image? Is it delivered as one enantiomer or a mixture?arrow_forward
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- are these chiral or achiral and why pleasearrow_forward5. Which of the following statements is not true? A) A molecule that is superimposable on its mirror image is said to achiral. B) A molecule that is not superimposable on its mirror image is said to be chiral. C) A molecule that is superimposable on its mirror image is said to be chiral. D) A carbon atom bonded to four different groups is a stereogenic center.arrow_forward(R)-Lyrica has an optical rotation of -128 degrees in acetone solution and it's crystals have a melting point of +184 degrees celsius. It's enantiomer, (S)-Lyrica, would have an optical rotation of ______ and a melting point of _____?arrow_forward
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