
Concept explainers
(a)
Interpretation:
In
Concept introduction:
The molecular orbital is a combination of two atomic orbitals. It is used to represent the regions in a molecule where the electron is likely to be present in an orbital. It represents the wave-like nature of an electron in a molecule. It may be symmetric or antisymmetric. It may be bonding, antibonding or non-bonding. It may be HOMO or LUMO.

Answer to Problem 28.4P
In
Explanation of Solution
The structure of
This molecule contains seven carbon atoms. In case of the odd number of carbon atoms chain which is in conjugation, the molecular orbitals do not separate out into two equal halves in bonding and antibonding molecular orbitals. Along with that it gives rise to one molecular orbital whose energy is equal to that of
In
(b)
Interpretation:
Each molecular orbital of
Concept introduction:
The molecular orbital is a combination of two atomic orbitals. It is used to represent the regions in a molecule where the electron is likely to be present in an orbital. It represents the wave-like nature of an electron in a molecule. It may be symmetric or antisymmetric. It may be bonding, antibonding or non-bonding. It may be HOMO or LUMO.

Answer to Problem 28.4P
The molecular orbitals
Explanation of Solution
In molecular orbital theory, the MO is said to be symmetric or anti-symmetric depending on the relative phase of the two terminal carbons. In symmetric MO, the peaks reflect across the reference plane into the peaks and troughs reflect into troughs. On the other hand, in antisymmetric MO, the peaks reflect into troughs and vice versa. According to the general principle, the even number molecular orbitals are antisymmetric and odd number molecular orbitals are symmetric. Therefore, the molecular orbitals
The molecular orbitals
(c)
Interpretation:
The carbon on which the positive charge is delocalized is to be stated. The explanation on the basis of resonance structures and molecular orbital arguments is to be stated.
Concept introduction:
The molecular orbital is a combination of two atomic orbitals. It is used to represent the regions in a molecule where the electron is likely to be present in an orbital. It represents the wave-like nature of an electron in a molecule. Most of the organic structures cannot be represented using a single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. The delocalization of electrons results in the formation of resonance structure.

Answer to Problem 28.4P
The positive charge is delocalized over
Explanation of Solution
The resonance structure of
Figure 1
The resonance structures of
Figure 2
According to the general principle if the node is passing through the carbon then the positive charge is not present on that carbon. In this molecular orbital diagram, the node is passing through the
The positive charge is delocalized over
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Chapter 28 Solutions
Organic Chemistry
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- 7. Provide the product(s), starting material(s) and/or condition(s) required for the No mechanisms required. below reaction HO + H-I CI FO Br2, FeBr3 O I-Oarrow_forward6. Design the most efficient synthesis of the following product starting from phenot Provide the reaction conditions for each step (more than one step is required) and explain the selectivity of each reaction. NO MECHANISMS ARE REQUIRED. OH step(s) CIarrow_forwardWhat is the skeletal structure of the product of the following organic reaction?arrow_forward
- If a reaction occurs, what would be the major products? Please include a detailed explanation as well as a drawing showing how the reaction occurs and what the final product is.arrow_forwardWhat is the major organic product of the following nucleophilic acyl substitution reaction of an acid chloride below?arrow_forwardWould the following organic synthesis occur in one step? Add any missing products, required catalysts, inorganic reagents, and other important conditions. Please include a detailed explanation and drawings showing how the reaction may occur in one step.arrow_forward
- Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
