PRACTICE PROBLEM Cyclobutadiene (below) is like benzene in that it has alternating single and double bonds in a ring. However, its bonds are not the same length, the double bonds being shorter than the single bonds; the molecule is rectangular, not square. Explain why it would be incorrect to write resonance structures as shown.

Question

Want to see more full solutions like this?

Answer 1

Textbook Question

Chapter 2, Problem 1PP

PRACTICE PROBLEM

Cyclobutadiene (below) is like benzene in that it has alternating single and double bonds in a ring. However, its bonds are not the same length, the double bonds being shorter than the single bonds; the molecule is rectangular, not square. Explain why it would be incorrect to write resonance structures as shown.

Chapter 2, Problem 1PP, PRACTICE PROBLEM
2.1 Cyclobutadiene (below) is like benzene in that it has alternating single and

Expert Solution & Answer

Interpretation Introduction

Interpretation: The given resonance structure written in an incorrect way, is to be explained.

Concept introduction:

A resonance structure is very helpful, as it describes the molecule, and the ions, completely.

While writing a resonance structure, only the delocalization of PI–electrons takes place. The nuclei positions remain the same in all the structures.

All the resonance structures must be proper Lewis structures.

More stable the structure, greater is the contribution to the resonance hybrid.

Answer to Problem 1PP

Solution:

In the two representations, the four carbon atoms occupy different positions.

Explanation of Solution

Given information:

Organic Chemistry (Looseleaf) (Custom Package), Chapter 2, Problem 1PP

According to the rules of writing resonance structures, in all the structures, the positions of the nuclei remain the same and only the delocalization of PI - electrons occurs and the bonding framework of a molecule must remain intact. In the given structure of cyclobutadiene, it has alternating double and single bonds, but in the representation, the position of the four carbon atoms is different. Thus, it is the incorrect way of writing a resonance structure.

Conclusion

In the two representations, the positions of the four carbons atoms are different.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Students have asked these similar questions

I am wondering why there is a need for resoance structures if the molecule already has a neutral charge. Wouldn't these all be insignificant resonance structures (as there is unnecessary charge separation)? Perhaps they are only depicting these structures for the purpose of showing high/low electron density (which was what the question was asking for)? 1 picture shows answer, another shows problem (it is (b)).

Answered 29: Which of the following particles has a central atom that does not obey octet rule in its most stable form?

Practice Exercise 1Although it is helpful to know that many ions have the electronarrangement of a noble gas, many elements, especially among themetals, form ions that do not have a noble-gas electron arrangement.Use the periodic table, Figure 2.14, to determine which ofthe following ions has a noble-gas electron arrangement, andwhich do not. For those that do, indicate the noble-gas arrangementthey match: (a) Ti4+, (b) Mn2+, (c) Pb2+, (d) Te2- , (e) Zn2+.

Answer 2

Textbook Question

Chapter 2, Problem 1PP

PRACTICE PROBLEM

Cyclobutadiene (below) is like benzene in that it has alternating single and double bonds in a ring. However, its bonds are not the same length, the double bonds being shorter than the single bonds; the molecule is rectangular, not square. Explain why it would be incorrect to write resonance structures as shown.

Chapter 2, Problem 1PP, PRACTICE PROBLEM
2.1 Cyclobutadiene (below) is like benzene in that it has alternating single and

Expert Solution & Answer

Interpretation Introduction

Interpretation: The given resonance structure written in an incorrect way, is to be explained.

Concept introduction:

A resonance structure is very helpful, as it describes the molecule, and the ions, completely.

While writing a resonance structure, only the delocalization of PI–electrons takes place. The nuclei positions remain the same in all the structures.

All the resonance structures must be proper Lewis structures.

More stable the structure, greater is the contribution to the resonance hybrid.

Answer to Problem 1PP

Solution:

In the two representations, the four carbon atoms occupy different positions.

Explanation of Solution

Given information:

Organic Chemistry (Looseleaf) (Custom Package), Chapter 2, Problem 1PP

According to the rules of writing resonance structures, in all the structures, the positions of the nuclei remain the same and only the delocalization of PI - electrons occurs and the bonding framework of a molecule must remain intact. In the given structure of cyclobutadiene, it has alternating double and single bonds, but in the representation, the position of the four carbon atoms is different. Thus, it is the incorrect way of writing a resonance structure.

Conclusion

In the two representations, the positions of the four carbons atoms are different.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 3

Textbook Question

Chapter 2, Problem 1PP

PRACTICE PROBLEM

Cyclobutadiene (below) is like benzene in that it has alternating single and double bonds in a ring. However, its bonds are not the same length, the double bonds being shorter than the single bonds; the molecule is rectangular, not square. Explain why it would be incorrect to write resonance structures as shown.

Chapter 2, Problem 1PP, PRACTICE PROBLEM
2.1 Cyclobutadiene (below) is like benzene in that it has alternating single and

Expert Solution & Answer

Interpretation Introduction

Interpretation: The given resonance structure written in an incorrect way, is to be explained.

Concept introduction:

A resonance structure is very helpful, as it describes the molecule, and the ions, completely.

While writing a resonance structure, only the delocalization of PI–electrons takes place. The nuclei positions remain the same in all the structures.

All the resonance structures must be proper Lewis structures.

More stable the structure, greater is the contribution to the resonance hybrid.

Answer to Problem 1PP

Solution:

In the two representations, the four carbon atoms occupy different positions.

Explanation of Solution

Given information:

Organic Chemistry (Looseleaf) (Custom Package), Chapter 2, Problem 1PP

According to the rules of writing resonance structures, in all the structures, the positions of the nuclei remain the same and only the delocalization of PI - electrons occurs and the bonding framework of a molecule must remain intact. In the given structure of cyclobutadiene, it has alternating double and single bonds, but in the representation, the position of the four carbon atoms is different. Thus, it is the incorrect way of writing a resonance structure.

Conclusion

In the two representations, the positions of the four carbons atoms are different.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 4

Textbook Question

Chapter 2, Problem 1PP

PRACTICE PROBLEM

Cyclobutadiene (below) is like benzene in that it has alternating single and double bonds in a ring. However, its bonds are not the same length, the double bonds being shorter than the single bonds; the molecule is rectangular, not square. Explain why it would be incorrect to write resonance structures as shown.

Chapter 2, Problem 1PP, PRACTICE PROBLEM
2.1 Cyclobutadiene (below) is like benzene in that it has alternating single and

Expert Solution & Answer

Interpretation Introduction

Interpretation: The given resonance structure written in an incorrect way, is to be explained.

Concept introduction:

A resonance structure is very helpful, as it describes the molecule, and the ions, completely.

While writing a resonance structure, only the delocalization of PI–electrons takes place. The nuclei positions remain the same in all the structures.

All the resonance structures must be proper Lewis structures.

More stable the structure, greater is the contribution to the resonance hybrid.

Answer to Problem 1PP

Solution:

In the two representations, the four carbon atoms occupy different positions.

Explanation of Solution

Given information:

Organic Chemistry (Looseleaf) (Custom Package), Chapter 2, Problem 1PP

According to the rules of writing resonance structures, in all the structures, the positions of the nuclei remain the same and only the delocalization of PI - electrons occurs and the bonding framework of a molecule must remain intact. In the given structure of cyclobutadiene, it has alternating double and single bonds, but in the representation, the position of the four carbon atoms is different. Thus, it is the incorrect way of writing a resonance structure.

Conclusion

In the two representations, the positions of the four carbons atoms are different.

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!

Answer 5

Textbook Question

Answer 6

Textbook Question

Answer 7

Expert Solution & Answer

Interpretation Introduction

Interpretation: The given resonance structure written in an incorrect way, is to be explained.

Concept introduction:

A resonance structure is very helpful, as it describes the molecule, and the ions, completely.

While writing a resonance structure, only the delocalization of PI–electrons takes place. The nuclei positions remain the same in all the structures.

All the resonance structures must be proper Lewis structures.

More stable the structure, greater is the contribution to the resonance hybrid.

Answer to Problem 1PP

Solution:

In the two representations, the four carbon atoms occupy different positions.

Explanation of Solution

Given information:

Organic Chemistry (Looseleaf) (Custom Package), Chapter 2, Problem 1PP

According to the rules of writing resonance structures, in all the structures, the positions of the nuclei remain the same and only the delocalization of PI - electrons occurs and the bonding framework of a molecule must remain intact. In the given structure of cyclobutadiene, it has alternating double and single bonds, but in the representation, the position of the four carbon atoms is different. Thus, it is the incorrect way of writing a resonance structure.

Conclusion

In the two representations, the positions of the four carbons atoms are different.

Answer 8

Expert Solution & Answer

Interpretation Introduction

Interpretation: The given resonance structure written in an incorrect way, is to be explained.

Concept introduction:

A resonance structure is very helpful, as it describes the molecule, and the ions, completely.

While writing a resonance structure, only the delocalization of PI–electrons takes place. The nuclei positions remain the same in all the structures.

All the resonance structures must be proper Lewis structures.

More stable the structure, greater is the contribution to the resonance hybrid.

Answer to Problem 1PP

Solution:

In the two representations, the four carbon atoms occupy different positions.

Explanation of Solution

Given information:

Organic Chemistry (Looseleaf) (Custom Package), Chapter 2, Problem 1PP

According to the rules of writing resonance structures, in all the structures, the positions of the nuclei remain the same and only the delocalization of PI - electrons occurs and the bonding framework of a molecule must remain intact. In the given structure of cyclobutadiene, it has alternating double and single bonds, but in the representation, the position of the four carbon atoms is different. Thus, it is the incorrect way of writing a resonance structure.

Conclusion

In the two representations, the positions of the four carbons atoms are different.

Answer 9

Expert Solution & Answer

Answer 10

Expert Solution & Answer

Answer 11

Interpretation Introduction

Interpretation: The given resonance structure written in an incorrect way, is to be explained.

Concept introduction:

A resonance structure is very helpful, as it describes the molecule, and the ions, completely.

While writing a resonance structure, only the delocalization of PI–electrons takes place. The nuclei positions remain the same in all the structures.

All the resonance structures must be proper Lewis structures.

More stable the structure, greater is the contribution to the resonance hybrid.

Answer 12

Answer to Problem 1PP

Solution:

In the two representations, the four carbon atoms occupy different positions.

Answer 13

Explanation of Solution

Given information:

Organic Chemistry (Looseleaf) (Custom Package), Chapter 2, Problem 1PP

According to the rules of writing resonance structures, in all the structures, the positions of the nuclei remain the same and only the delocalization of PI - electrons occurs and the bonding framework of a molecule must remain intact. In the given structure of cyclobutadiene, it has alternating double and single bonds, but in the representation, the position of the four carbon atoms is different. Thus, it is the incorrect way of writing a resonance structure.

Answer 14

Conclusion

In the two representations, the positions of the four carbons atoms are different.

Answer 15

Ch. 2 - PRACTICE PROBLEM 2.1 Cyclobutadiene (below) is...Ch. 2 - Prob. 2PP Ch. 2 - Prob. 3PP Ch. 2 - Prob. 4PP Ch. 2 - Prob. 5PP Ch. 2 - Practice Problem 2.6 Using a three-dimensional...Ch. 2 - Practice Problem 2.7 Trichloromethane (, also...Ch. 2 - Prob. 8PP Ch. 2 - Prob. 9PP Ch. 2 - Practice Problem 2.10 Write bond-line structural...

Concept explainers

Videos

Answer to Problem 1PP

Explanation of Solution

Want to see more full solutions like this?

Chapter 2 Solutions

Additional Science Textbook Solutions