Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
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Chapter 5.5, Problem 5.11P

(a)

Interpretation Introduction

To determine: The enantiomer of carvone that smells like spearmint.

Interpretation: The enantiomer of carvone that smells like spearmint is to be identified.

Concept introduction: A chiral carbon atom is attached to four different atoms or group of atoms and shows a tetrahedral geometry. The mirror image of a chiral compound is non super imposable. The two different forms in which a single chiral carbon can exist are referred as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centers.

(b)

Interpretation Introduction

To determine: Whether the (R) or (S) enantiomer of carvone smells like spearmint.

Interpretation: Whether the (R) or (S) enantiomer of carvone smells spearmint is to be identified.

Concept introduction: A chiral carbon atom is attached to four different atoms or group of atoms and shows a tetrahedral geometry. The mirror image of a chiral compound is non-super imposable. The two different forms in which a single chiral carbon can exist are referred as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centers.

(c)

Interpretation Introduction

To determine: The information that can be added to the answers in (a) and (b) with the help of the given drawings of carvone.

Interpretation: The information that can be added to the answers in (a) and (b) with the help of the given drawings of carvone is to be stated.

Concept introduction: A chiral carbon atom is attached to four different atoms or group of atoms and shows a tetrahedral geometry. The mirror image of a chiral compound is non-super imposable. The two different forms in which a single chiral carbon can exist are referred as enantiomers. The number of enantiomers of a molecule depends on the number of chiral centers.

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pt. 4: Molecular Models: Stereoisomers me: 4. Using the model of 2-bromobutane representing the R enantiomer from 4., switch any two groups on the chiral carbon. Compare this to your S enantiomer from 4. a. Are they the same or different? b. Are they the same or enantiomers? C. Now switch any pair of groups around the chiral carbon of the "switched" model again! Compare the "double-switched" model with the other unmodified S molecule from 4. Are they enantiomers or are they identical? С. Shown below is the Fisher projection of (R)-2-bromo-(S)-3-chlorobutane. ne mirror image of this stereoisomer and assign the RIS configurations of iral carbons for both isomers. е ll er
The [α] of pure quinine, an antimalarial drug, is −165. a.Calculate the ee of a solution with the following [α] values: −50, −83, and −120. b. For each ee, calculate the percent of each enantiomer present. c.What is [α] for the enantiomer of quinine? d. If a solution contains 80% quinine and 20% of its enantiomer, what is the ee of the solution? e. What is [α] for the solution described in part (d)?
12. Consider the molecule shown below. ОН ОН f. How many stereoisomers are possible? g. Draw each of these stereoisomers. h. Identify pairs of enantiomers and pairs of diastereomers. i. Build a model of the stereoisomer that has both OH groups pointing out. Also, build a model of the mirror image of this molecule. j. Do your two molecules represent enantiomers? Are they chiral?
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