Organic Chemistry: Principles And Mechanisms (second Edition)
Organic Chemistry: Principles And Mechanisms (second Edition)
2nd Edition
ISBN: 9780393630749
Author: KARTY, Joel
Publisher: W. W. Norton & Company
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Concept explainers

Question
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Chapter 2, Problem 2.36P
Interpretation Introduction

(a)

Interpretation:

To accurately depict the given ball-stick model, the dash-wedge notations in the given line structure are to be added.

Concept introduction:

The dash-wedge notations are used to represent the three-dimensional arrangement of atoms or groups of molecules in plane of paper. There are three types of lines used for such arrangements, straight line, dash line, and wedge line. The straight line represents the bond is in the plane of the paper. The dash line represents the bond pointing away from the observer, that is, below the plane of paper. The wedge line represents the bond pointing towards the observer that is above the plane of paper.

Expert Solution
Check Mark

Answer to Problem 2.36P

The dash-wedge notations in the given line structure is:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  1

Explanation of Solution

The given ball-stick model and the line structure are:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  2 Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  3

In the given ball-stick model, the yellow balls represent fluorine atoms and black balls are carbon atoms. The fluorine atoms on the left side appear in the plane of the paper. Thus, these fluorine atoms will be represented by straight lines. The two fluorine atoms on the right side are arranged such that, one fluorine atom is above the plane of paper and other is below. The one which is above the plane will be represented by a wedge bond while the one which is below the plane of the paper will be represented by a dash line.

Hence dash-wedge notation for the given molecules is shown below:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  4

Conclusion

The dash-wedge notation in the given line structure is added on the basis of three dimensional arrangement given in ball-stick model.

Interpretation Introduction

(b)

Interpretation:

To accurately depict the given ball-stick model, the dash-wedge notations in the given line structure are to be added.

Concept introduction:

The dash-wedge notations are used while representing the three dimensional arrangement of atoms or groups of molecules on the plane of paper. There are three types of lines used for such arrangements, straight line, dash line, and wedge line. The straight line represents the bond that is in the plane of the paper. The dash line represents the bond pointing away from the observer that is below the plane of paper. The wedge line represents the bond pointing towards the observer that is above the plane of paper.

Expert Solution
Check Mark

Answer to Problem 2.36P

The dash-wedge notations in the given line structure is:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  5

Explanation of Solution

The given ball-stick model and its line structure are:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  6 Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  7

In the given ball-stick model, the white balls represent hydrogen atoms while black balls are carbon atoms. The longest continuous chain is of six carbon atoms having two methyl substituents at C-3 and C-4 carbon atoms.

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  8

If the chain is numbered from left to right, the methyl group at C-3 in ball-stick model pointing towards the observer and the methyl group at C-4 will be away from the observer.. The bond towards the observer is considered as above the plane of the paper and is represented by wedge line. The bond away from the observer is considered as below the plane of the paper and is represented by dash line.

Hence, the dash-wedge notation for the given molecules is shown below:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  9

Conclusion

The dash-wedge notation in the given line structure is added on the basis of three dimensional arrangement given in ball-stick model.

Interpretation Introduction

(c)

Interpretation:

To accurately depict the given ball-stick model, the dash-wedge notations in the given line structure are to be added.

Concept introduction:

The dash-wedge notations are used while representing the three dimensional arrangement of atoms or groups of molecules on the plane of paper. There are three types of lines used for such arrangements, straight line, dash line, and wedge line. The straight line represents the bond is in the plane of paper. The dash line represents the bond pointing away from the observer that is below the plane of paper. The wedge line represents the bond pointing towards the observer that is above the plane of paper.

Expert Solution
Check Mark

Answer to Problem 2.36P

The dash-wedge notations in the given line structure is:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  10

Explanation of Solution

The given ball-stick model and its line structure are:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  11 Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  12

In the given ball-stick model the white balls represent hydrogen atoms, black balls represents carbon atoms and the red ball is an oxygen atom. The two carbon atoms that are directly bonded to the oxygen atom are in the plane of paper. Each of these carbon atoms has one methyl substituent and one hydrogen atom attached. Two methyl substituents points towards the observer, while the hydrogen atoms are pointing away from the observer. The bond towards the observer is considered as above the plane of the paper and is represented by wedge bond. The bond away from the observer is considered as below the plane of the paper and is represented by dash bond.

Hence dash-wedge notation for the given molecules is shown below:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  13

Conclusion

The dash-wedge notation in the given line structure is added on the basis of three dimensional arrangement given in ball-stick model.

Interpretation Introduction

(d)

Interpretation:

To accurately depict the given ball-stick model, the dash-wedge notations in the given line structure are to be added.

Concept introduction:

The dash-wedge notations are used while representing the three dimensional arrangement of atoms or groups of molecules on the plane of paper. There are three types of lines used for such arrangements, straight line, dash line, and wedge line. The straight line represents the bond is in the plane of the paper. The dash line represents the bond pointing away from the observer that is below the plane of paper. The wedge line represents the bond pointing towards the observer that is above the plane of paper.

Expert Solution
Check Mark

Answer to Problem 2.36P

The dash-wedge notations in the given line structure is:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  14

Explanation of Solution

The given ball-stick model and its line structure are:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  15 Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  16

In the given ball-stick model the white balls represent hydrogen atoms, black balls are carbon atoms, and the blue ball is a nitrogen atom. The cyclopentane ring is on the plane of paper having two substituents. The NH2 group and a propyl group.

The NH2 group that is attached to the carbon atom, points away from observer while the second is hydrogen atom points towards the observer.

The second substituent is propyl group which points away from the observer and the hydrogen atoms bonded to the same carbon having propyl group is pointed towards observer.

The bond towards the observer is considered as above the plane of the paper and is represented by a wedge line. The bond away from the observer is considered as below the plane of the paper and is represented by dash line

Hence dash-wedge notation for the given molecules is shown below:

Organic Chemistry: Principles And Mechanisms (second Edition), Chapter 2, Problem 2.36P , additional homework tip  17

Conclusion

The dash-wedge notation in the given line structure is added on the basis of three dimensional arrangement given in ball-stick model.

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Chapter 2 Solutions

Organic Chemistry: Principles And Mechanisms (second Edition)

Ch. 2 - Prob. 2.11PCh. 2 - Prob. 2.12PCh. 2 - Prob. 2.13PCh. 2 - Prob. 2.14PCh. 2 - Prob. 2.15PCh. 2 - Prob. 2.16PCh. 2 - Prob. 2.17PCh. 2 - Prob. 2.18PCh. 2 - Prob. 2.19PCh. 2 - Prob. 2.20PCh. 2 - Prob. 2.21PCh. 2 - Prob. 2.22PCh. 2 - Prob. 2.23PCh. 2 - Prob. 2.24PCh. 2 - Prob. 2.25PCh. 2 - Prob. 2.26PCh. 2 - Prob. 2.27PCh. 2 - Prob. 2.28PCh. 2 - Prob. 2.29PCh. 2 - Prob. 2.30PCh. 2 - Prob. 2.31PCh. 2 - Prob. 2.32PCh. 2 - Prob. 2.33PCh. 2 - Prob. 2.34PCh. 2 - Prob. 2.35PCh. 2 - Prob. 2.36PCh. 2 - Prob. 2.37PCh. 2 - Prob. 2.38PCh. 2 - Prob. 2.39PCh. 2 - Prob. 2.40PCh. 2 - Prob. 2.41PCh. 2 - Prob. 2.42PCh. 2 - Prob. 2.43PCh. 2 - Prob. 2.44PCh. 2 - Prob. 2.45PCh. 2 - Prob. 2.46PCh. 2 - Prob. 2.47PCh. 2 - Prob. 2.48PCh. 2 - Prob. 2.49PCh. 2 - Prob. 2.50PCh. 2 - Prob. 2.51PCh. 2 - Prob. 2.52PCh. 2 - Prob. 2.53PCh. 2 - Prob. 2.54PCh. 2 - Prob. 2.55PCh. 2 - Prob. 2.56PCh. 2 - Prob. 2.57PCh. 2 - Prob. 2.58PCh. 2 - Prob. 2.59PCh. 2 - Prob. 2.60PCh. 2 - Prob. 2.61PCh. 2 - Prob. 2.62PCh. 2 - Prob. 2.63PCh. 2 - Prob. 2.64PCh. 2 - Prob. 2.65PCh. 2 - Prob. 2.66PCh. 2 - Prob. 2.67PCh. 2 - Prob. 2.68PCh. 2 - Prob. 2.69PCh. 2 - Prob. 2.70PCh. 2 - Prob. 2.71PCh. 2 - Prob. 2.72PCh. 2 - Prob. 2.1YTCh. 2 - Prob. 2.2YTCh. 2 - Prob. 2.3YTCh. 2 - Prob. 2.4YTCh. 2 - Prob. 2.5YTCh. 2 - Prob. 2.6YTCh. 2 - Prob. 2.7YTCh. 2 - Prob. 2.8YTCh. 2 - Prob. 2.9YTCh. 2 - Prob. 2.10YTCh. 2 - Prob. 2.11YTCh. 2 - Prob. 2.12YTCh. 2 - Prob. 2.13YTCh. 2 - Prob. 2.14YTCh. 2 - Prob. 2.15YTCh. 2 - Prob. 2.16YTCh. 2 - Prob. 2.17YTCh. 2 - Prob. 2.18YTCh. 2 - Prob. 2.19YTCh. 2 - Prob. 2.20YT
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