ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
bartleby

Videos

Textbook Question
Book Icon
Chapter 27, Problem 27.4P

(a) How many π molecular orbitals are present in deca 1 , 3 , 5 , 7 , 9 pentaene

( CH 2 = CH CH = CH CH = CH CH = CH 2 CH = CH 2 ) ? (b) How many are bonding MOs and how many are antibonding MOs? (c) How many nodes are present in ψ 1 ? (d) How many nodes are present in ψ 10 ?

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The number of π molecular orbitals present in deca 1,3,5,7,9 pentaene is to be stated.

Concept introduction: The electronic structures of the compounds are described by drawing the molecular orbitals. Molecular orbitals are formed from the combination of atomic orbitals. The interactions of similar and opposite phases of p orbitals present in starting material result in the formation of bonding and antibonding molecular orbitals respectively.

The occurrence of more number of bonding interactions than number of nodes indicate that bonding molecular orbital is present, whereas the fewer bonding interactions than number of nodes indicate that antibonding molecular orbital is present.

Answer to Problem 27.4P

Ten π molecular orbitals are present in deca 1,3,5,7,9 pentaene due to the presence of five π bonds.

Explanation of Solution

The molecular formula of deca 1,3,5,7,9 pentaene is CH2=CHCH=CHCH=CHCH=CH2CH=CH2. The formula indicates that five π bonds are present in the compound. These bonds are formed by the overlap of ten p orbitals, which are present on ten adjacent carbon atoms. Ten p orbitals interacted in different ways to form ten molecular orbitals represented as ψ1ψ10.

Therefore, ten π molecular orbitals are present in deca 1,3,5,7,9 pentaene.

Conclusion

Ten π molecular orbitals are present in deca 1,3,5,7,9 pentaene due to the presence of five π bonds.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The numbers of bonding MOs and antibonding MOs are to be stated.

Concept introduction: The electronic structures of the compounds are described by drawing the molecular orbitals. Molecular orbitals are formed from the combination of atomic orbitals. The interactions of similar and opposite phases of p orbitals present in starting material result in the formation of bonding and antibonding molecular orbitals respectively.

The occurrence of more number of bonding interactions than number of nodes indicate that bonding molecular orbital is present, whereas the fewer bonding interactions than number of nodes indicate that antibonding molecular orbital is present.

Answer to Problem 27.4P

In the given compound, five bonding molecular orbitals (ψ1,ψ2,ψ3,ψ45) and five antibody molecular orbitals (ψ6,ψ7,ψ8,ψ910) are present.

Explanation of Solution

In the given compound, ten p orbitals interacted in different ways to form ten molecular orbitals represented as ψ1ψ10. Bonding and antibonding molecular orbitals are generated from additive and subtractive interactions respectively. Out of ten molecular orbitals, five are bonding molecular orbitals (ψ1,ψ2,ψ3,ψ45) and five are antibody molecular orbitals (ψ6,ψ7,ψ8,ψ910).

Conclusion

In the given compound, five bonding molecular orbitals (ψ1,ψ2,ψ3,ψ45) and five antibody molecular orbitals (ψ6,ψ7,ψ8,ψ910) are present.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The number of nodes present in ψ1 is to be stated.

Concept introduction: The electronic structures of the compounds are described by drawing the molecular orbitals. Molecular orbitals are formed from the combination of atomic orbitals. The interactions of similar and opposite phases of p orbitals present in starting material result in the formation of bonding and antibonding molecular orbitals respectively.

The occurrence of more number of bonding interactions than number of nodes indicate that bonding molecular orbital is present, whereas the fewer bonding interactions than number of nodes indicate that antibonding molecular orbital is present.

Answer to Problem 27.4P

The number of nodes present in ψ1 molecular orbital is zero.

Explanation of Solution

The possibility of the presence of electrons is zero in nodes. The increase of molecular orbital energy results in decrease of bonding interactions, which leads to the formation of more number of nodes. The given molecular orbital ψ1 is the first bonding molecular orbital. Therefore, the number of nodes present in ψ1 molecular orbital is zero.

Conclusion

The number of nodes present in ψ1 molecular orbital is zero.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The number of nodes present in ψ10 is to be stated.

Concept introduction: The electronic structures of the compounds are described by drawing the molecular orbitals. Molecular orbitals are formed from the combination of atomic orbitals. The interactions of similar and opposite phases of p orbitals present in starting material result in the formation of bonding and antibonding molecular orbitals respectively.

The occurrence of more number of bonding interactions than number of nodes indicate that bonding molecular orbital is present, whereas the fewer bonding interactions than number of nodes indicate that antibonding molecular orbital is present.

Answer to Problem 27.4P

The number of nodes present in ψ10 molecular orbital is nine.

Explanation of Solution

The possibility of the presence of electrons is zero in nodes. The increase of molecular orbital energy results in decrease of bonding interactions, which leads to the formation of more number of nodes. The given molecular orbital ψ10 is the tenth antibonding molecular orbital, which has highest energy in the molecular orbital diagram. Therefore, the number of nodes present in ψ10 molecular orbital is nine.

Conclusion

The number of nodes present in ψ10 molecular orbital is nine.

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
Show mechanism..don't give Ai generated solution
Don't used Ai solution
Show work. Don't give Ai generated solution

Chapter 27 Solutions

ORGANIC CHEMISTRY

Ch. 27 - Problem 27.11 What product would be formed by the...Ch. 27 - Consider cycloheptatrienone and ethylene, and draw...Ch. 27 - Problem 27.13 Show that a thermal suprafacial...Ch. 27 - Prob. 27.14PCh. 27 - a Draw the product of the following [4+2]...Ch. 27 - Prob. 27.16PCh. 27 - Prob. 27.17PCh. 27 - Problem 27.18 Using orbital symmetry, explain why...Ch. 27 - Prob. 27.19PCh. 27 - Prob. 27.20PCh. 27 - Prob. 27.21PCh. 27 - Prob. 27.22PCh. 27 - Prob. 27.23PCh. 27 - Prob. 27.24PCh. 27 - Problem 27.25 (a) What product is formed by the...Ch. 27 - Prob. 27.26PCh. 27 - Prob. 27.27PCh. 27 - Prob. 27.28PCh. 27 - Prob. 27.29PCh. 27 - Prob. 27.30PCh. 27 - Prob. 27.31PCh. 27 - Prob. 27.32PCh. 27 - Prob. 27.33PCh. 27 - Prob. 27.34PCh. 27 - Prob. 27.35PCh. 27 - Prob. 27.36PCh. 27 - Prob. 27.37PCh. 27 - Prob. 27.38PCh. 27 - Prob. 27.39PCh. 27 - Prob. 27.40PCh. 27 - 27.41 What starting materials are needed to...Ch. 27 - Prob. 27.42PCh. 27 - Prob. 27.43PCh. 27 - Prob. 27.44PCh. 27 - Prob. 27.45PCh. 27 - Prob. 27.46PCh. 27 - 27.47 What product is formed from the [5,5]...Ch. 27 - Prob. 27.48PCh. 27 - 27.49 Draw structures for A, B, and C in the...Ch. 27 - Prob. 27.50PCh. 27 - Prob. 27.51PCh. 27 - 27.52 Draw the products of each reaction. c....Ch. 27 - Prob. 27.53PCh. 27 - 27.54 Draw a stepwise, detailed mechanism for the...Ch. 27 - Prob. 27.55PCh. 27 - Prob. 27.56PCh. 27 - Prob. 27.57PCh. 27 - 27.58 Draw a stepwise, detailed mechanism for the...Ch. 27 - Prob. 27.59PCh. 27 - Prob. 27.60PCh. 27 - Prob. 27.61PCh. 27 - Prob. 27.62PCh. 27 - Prob. 27.63P
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Text book image
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Linear Combination of Atomic Orbitals LCAO; Author: Edmerls;https://www.youtube.com/watch?v=nq1zwrAIr4c;License: Standard YouTube License, CC-BY
Quantum Molecular Orbital Theory (PChem Lecture: LCAO and gerade ungerade orbitals); Author: Prof Melko;https://www.youtube.com/watch?v=l59CGEstSGU;License: Standard YouTube License, CC-BY