(a) Interpretation: The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn. Concept introduction: The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used. In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered. Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line. Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

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Answer 1

Question

Chapter 15.7, Problem 15.18P

Interpretation Introduction

(a)

Interpretation:

The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn.

Concept introduction:

The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used.

In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered.

Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line.

Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

Interpretation Introduction

(b)

Interpretation:

The melting point of (R)-alanine needs to be determined.

Concept introduction:

Enantiomers are a part of stereoisomers. In chemistry, enantiomers are two stereoisomers that are mirror images of each other. As they are mirror images, they are non-superimposable which means not identical.

Interpretation Introduction

(c)

Interpretation:

The specific rotation of (R)-alanine needs to be determined.

Concept introduction:

Depending on the rotating side of the plane of polarized light a classification exits among optical isomers. If a molecule rotates the plane of polarized light to the right [clockwise, or (+)], it is classified as dextrorotatory (d) compound. In contrast, if a molecule rotates the plane of polarized light to the left [anti-clockwise, or (-)], it is classified as levorotatory (l) compound.

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Students have asked these similar questions

Q1: Predict the major organic product(s) of the following reactions. Include stereochemistry when necessary. Write NR if no reaction, try to explain. 1.) LDA, THF 2.) СОН CI OH H2SO4, heat OH m...... OH 1.) PCC, CH2Cl2 2.) CH3CH2MgBr, THF 3.) H3O+ 4.) TsCl, pyr 5.) tBuOK, tBuOH 1.) SOCI 2, CHCI 3 2.) CH3CH2ONA, DMF OH 1.) HBr 2.) Mg, THF 3.) H₂CO, THE 4.) H3O+ OH NaH, THF

What is the stepwise mechanism for this reaction?

Draw the major product of this reaction

Answer 2

Question

Chapter 15.7, Problem 15.18P

Interpretation Introduction

(a)

Interpretation:

The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn.

Concept introduction:

The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used.

In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered.

Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line.

Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

Interpretation Introduction

(b)

Interpretation:

The melting point of (R)-alanine needs to be determined.

Concept introduction:

Enantiomers are a part of stereoisomers. In chemistry, enantiomers are two stereoisomers that are mirror images of each other. As they are mirror images, they are non-superimposable which means not identical.

Interpretation Introduction

(c)

Interpretation:

The specific rotation of (R)-alanine needs to be determined.

Concept introduction:

Depending on the rotating side of the plane of polarized light a classification exits among optical isomers. If a molecule rotates the plane of polarized light to the right [clockwise, or (+)], it is classified as dextrorotatory (d) compound. In contrast, if a molecule rotates the plane of polarized light to the left [anti-clockwise, or (-)], it is classified as levorotatory (l) compound.

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Answer 3

Question

Chapter 15.7, Problem 15.18P

Interpretation Introduction

(a)

Interpretation:

The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn.

Concept introduction:

The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used.

In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered.

Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line.

Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

Interpretation Introduction

(b)

Interpretation:

The melting point of (R)-alanine needs to be determined.

Concept introduction:

Enantiomers are a part of stereoisomers. In chemistry, enantiomers are two stereoisomers that are mirror images of each other. As they are mirror images, they are non-superimposable which means not identical.

Interpretation Introduction

(c)

Interpretation:

The specific rotation of (R)-alanine needs to be determined.

Concept introduction:

Depending on the rotating side of the plane of polarized light a classification exits among optical isomers. If a molecule rotates the plane of polarized light to the right [clockwise, or (+)], it is classified as dextrorotatory (d) compound. In contrast, if a molecule rotates the plane of polarized light to the left [anti-clockwise, or (-)], it is classified as levorotatory (l) compound.

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Answer 4

Question

Chapter 15.7, Problem 15.18P

Interpretation Introduction

(a)

Interpretation:

The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn.

Concept introduction:

The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used.

In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered.

Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line.

Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

Interpretation Introduction

(b)

Interpretation:

The melting point of (R)-alanine needs to be determined.

Concept introduction:

Enantiomers are a part of stereoisomers. In chemistry, enantiomers are two stereoisomers that are mirror images of each other. As they are mirror images, they are non-superimposable which means not identical.

Interpretation Introduction

(c)

Interpretation:

The specific rotation of (R)-alanine needs to be determined.

Concept introduction:

Depending on the rotating side of the plane of polarized light a classification exits among optical isomers. If a molecule rotates the plane of polarized light to the right [clockwise, or (+)], it is classified as dextrorotatory (d) compound. In contrast, if a molecule rotates the plane of polarized light to the left [anti-clockwise, or (-)], it is classified as levorotatory (l) compound.

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Answer 5

Chapter 15.7, Problem 15.18P

Interpretation Introduction

(a)

Interpretation:

The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn.

Concept introduction:

The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used.

In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered.

Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line.

Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

Interpretation Introduction

(b)

Interpretation:

The melting point of (R)-alanine needs to be determined.

Concept introduction:

Enantiomers are a part of stereoisomers. In chemistry, enantiomers are two stereoisomers that are mirror images of each other. As they are mirror images, they are non-superimposable which means not identical.

Interpretation Introduction

(c)

Interpretation:

The specific rotation of (R)-alanine needs to be determined.

Concept introduction:

Depending on the rotating side of the plane of polarized light a classification exits among optical isomers. If a molecule rotates the plane of polarized light to the right [clockwise, or (+)], it is classified as dextrorotatory (d) compound. In contrast, if a molecule rotates the plane of polarized light to the left [anti-clockwise, or (-)], it is classified as levorotatory (l) compound.

Answer 6

Chapter 15.7, Problem 15.18P

Interpretation Introduction

(a)

Interpretation:

The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn.

Concept introduction:

The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used.

In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered.

Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line.

Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

Answer 7

Chapter 15.7, Problem 15.18P

Interpretation Introduction

(a)

Interpretation:

The structure of ( R )-alanine or enantiomer of ( S )-alanine needs to be drawn.

Concept introduction:

The R and S notational system is used for the organic compounds with a chiral center. As alanine has a chiral center, this classification can be used.

In this classification, first thing is to assign priorities for each bonded group surrounding the stereocenter. The priorities are assigned by considering the atomic weight of the atom, which is directly connected to the chiral center, in each bonded group. When 2 atomic groups are having the same first atom, the atomic number of the second atom should be considered.

Then the lowest priority group should be located in a backward direction, out of the plane of the page. Usually this lowest priority group is denoted with a dashed line.

Then the remaining 1, 2, 3 priorities should be directed from lowest to highest. A counterclockwise direction is S configuration. A clockwise direction is R.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The melting point of (R)-alanine needs to be determined.

Concept introduction:

Enantiomers are a part of stereoisomers. In chemistry, enantiomers are two stereoisomers that are mirror images of each other. As they are mirror images, they are non-superimposable which means not identical.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The melting point of (R)-alanine needs to be determined.

Concept introduction:

Enantiomers are a part of stereoisomers. In chemistry, enantiomers are two stereoisomers that are mirror images of each other. As they are mirror images, they are non-superimposable which means not identical.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The specific rotation of (R)-alanine needs to be determined.

Concept introduction:

Depending on the rotating side of the plane of polarized light a classification exits among optical isomers. If a molecule rotates the plane of polarized light to the right [clockwise, or (+)], it is classified as dextrorotatory (d) compound. In contrast, if a molecule rotates the plane of polarized light to the left [anti-clockwise, or (-)], it is classified as levorotatory (l) compound.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The specific rotation of (R)-alanine needs to be determined.

Concept introduction:

Depending on the rotating side of the plane of polarized light a classification exits among optical isomers. If a molecule rotates the plane of polarized light to the right [clockwise, or (+)], it is classified as dextrorotatory (d) compound. In contrast, if a molecule rotates the plane of polarized light to the left [anti-clockwise, or (-)], it is classified as levorotatory (l) compound.

Answer 12

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Answer 13

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Answer 14

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Answer 15

Ch. 15.1 - Prob. 15.1P Ch. 15.1 - Prob. 15.1PP Ch. 15.1 - For trans-2-hexene: (a) draw a stereoisomer; (b)...Ch. 15.2 - Prob. 15.3P Ch. 15.2 - Prob. 15.4P Ch. 15.3 - Prob. 15.2PP Ch. 15.3 - Prob. 15.5P Ch. 15.3 - Prob. 15.6P Ch. 15.3 - Prob. 15.3PP Ch. 15.3 - Prob. 15.7P

Solution Summary: The author explains how the R and S notational system is used for organic compounds with a chiral center.

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Chapter 15 Solutions