Organic Chemistry: Principles and Mechanisms (Second Edition)
Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 1, Problem 1.63P
Interpretation Introduction

(a)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are shown. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  1

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  2

In the given line structure, there is a five carbon chain, with a carbon-carbon double bond and a hydroxyl group. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. The hydroxyl group is attached to one of the carbon atoms of the chain. There should be two lone pairs of electrons on the oxygen atom so as to complete its octet. Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  3

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 2 above.

Interpretation Introduction

(b)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  4

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  5

In the given line structure, there is a five carbon chain with two chlorine atoms attached to one of the carbon atoms in the chain. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. Two chlorine atoms are attached to one of the carbon atoms of the chain. There must be three lone pairs of electrons on each chlorine atom so that its octet is complete. Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  6

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 4 above.

Interpretation Introduction

(c)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  7

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  8

In the given line structure, there is a chain of four carbon atoms on the left side of a singly bonded oxygen. An ethyl fragment is present at the right side of the singly bonded oxygen atom. The structure has two oxygen atoms, a doubly bonded and a singly bonded, so, each of the oxygen must carry two lone pairs so that their octet is complete. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all.

Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  9

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 6 above.

Interpretation Introduction

(d)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  10

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  11

In the given line structure, a five membered ring containing a nitrogen atom is present. One of the carbon atoms in the ring forms a double bond with the oxygen atom. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. Nitrogen atom should have a lone pair of electrons so as to complete its octet while oxygen atom needs two lone pairs of electrons on it.

Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  12

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 8 above.

Interpretation Introduction

(e)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  13

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  14

In the above line structure, the disubstituted benzene ring is present. One substituent of the benzene ring is a three carbon chain with an internal triple bond. The other substituent is a methoxy group, -OCH3, group. There are two lone pair of electrons on the oxygen atom in the methoxy group. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. Thus, the structure with all carbon atoms, hydrogen atoms and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  15

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 10 above.

Interpretation Introduction

(f)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  16

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  17

The above line structure is a structure for a cation. A carbocation is a carbon bearing a positive formal charge which is explicitly shown in the Lewis structure. A six membered carbon ring with alternate double and single bonds is present. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. The carbon bearing a positive charge must possess three bonds.

Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  18

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 12 above.

Interpretation Introduction

(g)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  19

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  20

The above line structure is a structure for an anion. A six membered carbon ring with single bonds is present. The negatively charged carbon atom must possess three bonds and one lone pair of electrons. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all.

Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  21

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 14 above.

Interpretation Introduction

(h)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  22

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  23

The above line structure is a six membered ring with a negative charge on one of the carbon atoms of the ring. The ring is monosubstituted with an isopropyl group. The negatively charged carbon atom must possess three bonds and one lone pair of electrons. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all.

Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  24

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 16 above.

Interpretation Introduction

(i)

Interpretation:

For the given line structure, a Lewis structure is to be drawn including all the lone pairs.

Concept introduction:

Line structures are compact like condensed structures. When drawing line structures, carbon atoms and the hydrogen atoms attached to them are not drawn explicitly. A carbon atom is implied at the intersection of two bonds and at the end of each bond. Atoms other than carbon and hydrogen are drawn. Non-bonding electrons are usually not shown unless they are important to emphasize an aspect of the atom.

Expert Solution
Check Mark

Answer to Problem 1.63P

For the given line structure, the structure with all lone pairs and hydrogen atoms is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  25

Explanation of Solution

The given line structure is:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  26

The above line structure is a chain of five carbon atoms. One end of the chain has carboxylate ion, in which the oxygen carries a negative charge. The other end of the chain has a nitrogen atom with three hydrogen atoms directly attached to it and carrying a positive charge. A carbon atom is implied at the intersection of two bonds and at the end of each bond. The hydrogen atoms are attached to each carbon atom such that each carbon atom forms four bonds in all. A singly bonded oxygen with a negative charge must have three lone pairs on it while the doubly bonded oxygen atom should possess two lone pairs.

Thus, the structure with all carbon atoms, hydrogen atoms, and lone pairs is as shown below:

Organic Chemistry: Principles and Mechanisms (Second Edition), Chapter 1, Problem 1.63P , additional homework tip  27

Conclusion

The Lewis structure for the given line structure including lone pairs and hydrogen atoms is shown in Figure 18 above.

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Chapter 1 Solutions

Organic Chemistry: Principles and Mechanisms (Second Edition)

Ch. 1 - Prob. 1.11PCh. 1 - Prob. 1.12PCh. 1 - Prob. 1.13PCh. 1 - Prob. 1.14PCh. 1 - Prob. 1.15PCh. 1 - Prob. 1.16PCh. 1 - Prob. 1.17PCh. 1 - Prob. 1.18PCh. 1 - Prob. 1.19PCh. 1 - Prob. 1.20PCh. 1 - Prob. 1.21PCh. 1 - Prob. 1.22PCh. 1 - Prob. 1.23PCh. 1 - Prob. 1.24PCh. 1 - Prob. 1.25PCh. 1 - Prob. 1.26PCh. 1 - Prob. 1.27PCh. 1 - Prob. 1.28PCh. 1 - Prob. 1.29PCh. 1 - Prob. 1.30PCh. 1 - Prob. 1.31PCh. 1 - Prob. 1.32PCh. 1 - Prob. 1.33PCh. 1 - Prob. 1.34PCh. 1 - Prob. 1.35PCh. 1 - Prob. 1.36PCh. 1 - Prob. 1.37PCh. 1 - Prob. 1.38PCh. 1 - Prob. 1.39PCh. 1 - Prob. 1.40PCh. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - Prob. 1.43PCh. 1 - Prob. 1.44PCh. 1 - Prob. 1.45PCh. 1 - Prob. 1.46PCh. 1 - Prob. 1.47PCh. 1 - Prob. 1.48PCh. 1 - Prob. 1.49PCh. 1 - Prob. 1.50PCh. 1 - Prob. 1.51PCh. 1 - Prob. 1.52PCh. 1 - Prob. 1.53PCh. 1 - Prob. 1.54PCh. 1 - Prob. 1.55PCh. 1 - Prob. 1.56PCh. 1 - Prob. 1.57PCh. 1 - Prob. 1.58PCh. 1 - Prob. 1.59PCh. 1 - Prob. 1.60PCh. 1 - Prob. 1.61PCh. 1 - Prob. 1.62PCh. 1 - Prob. 1.63PCh. 1 - Prob. 1.64PCh. 1 - Prob. 1.65PCh. 1 - Prob. 1.66PCh. 1 - Prob. 1.67PCh. 1 - Prob. 1.68PCh. 1 - Prob. 1.69PCh. 1 - Prob. 1.70PCh. 1 - Prob. 1.71PCh. 1 - Prob. 1.72PCh. 1 - Prob. 1.73PCh. 1 - Prob. 1.74PCh. 1 - Prob. 1.75PCh. 1 - Prob. 1.76PCh. 1 - Prob. 1.77PCh. 1 - Prob. 1.78PCh. 1 - Prob. 1.79PCh. 1 - Prob. 1.80PCh. 1 - Prob. 1.81PCh. 1 - Prob. 1.82PCh. 1 - Prob. 1.1YTCh. 1 - Prob. 1.2YTCh. 1 - Prob. 1.3YTCh. 1 - Prob. 1.4YTCh. 1 - Prob. 1.5YTCh. 1 - Prob. 1.6YTCh. 1 - Prob. 1.7YTCh. 1 - Prob. 1.8YTCh. 1 - Prob. 1.9YTCh. 1 - Prob. 1.10YTCh. 1 - Prob. 1.11YTCh. 1 - Prob. 1.12YTCh. 1 - Prob. 1.13YTCh. 1 - Prob. 1.14YTCh. 1 - Prob. 1.15YTCh. 1 - Prob. 1.16YTCh. 1 - Prob. 1.17YT
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