EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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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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1. Draw the mirror image of the molecule shown in the figure above 2. Change the configuration of carbon #1 by exchanging the position of bromine and hydrogen atom then write the mirror image of the molecule 3. Identify the configuration of carbon #1 and #2 in all of the stereoisomers.  4. Label the stereoisomers (Example: A, B, C, D, E, F ....) and identify the relationship of each pair of stereoisomers.
Please explain answers and include work. Please write the explanations and work out (do not type) so I can easily follow.
3. Analyze the structures for Compound A and Compound B shown below. Answer and discuss each question (a) and (b), respectively. a. What type of isomers do these represent? b. Which compound is more stable? (Hint: You will need to draw the chair structures for each compound (4 total chairs, two for each compound) and compare/contrast/analyze the various 1,3-diaxial interactions in order to justify this answer. Show your work clearly. Compound A CH3 Compound B CH3
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