Organic Chemistry: Principles and Mechanisms (Second Edition)
2nd Edition
ISBN: 9780393663556
Author: Joel Karty
Publisher: W. W. Norton & Company
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Chapter 6, Problem 6.69P
Interpretation Introduction
Interpretation:
For the given molecules A, B, and C, the degree of resemblance (most or least) between the molecule and its resonance structure is to be identified.
Concept introduction:
Resonance structures differ only in the placement of their double or triple bonds and valence electrons, not their atoms. Resonance structures are imaginary; they are represented by the resonance hybrid. The factors affecting the stability of the resonance structure are the contribution of a covalent bond, octet rule, and formal charge. A resonance structure is more stable with fewer atoms possessing nonzero formal charges because of charged species.
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Chapter 6 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
Ch. 6 - Prob. 6.1PCh. 6 - Prob. 6.2PCh. 6 - Prob. 6.3PCh. 6 - Prob. 6.4PCh. 6 - Prob. 6.5PCh. 6 - Prob. 6.6PCh. 6 - Prob. 6.7PCh. 6 - Prob. 6.8PCh. 6 - Prob. 6.9PCh. 6 - Prob. 6.10P
Ch. 6 - Prob. 6.11PCh. 6 - Prob. 6.12PCh. 6 - Prob. 6.13PCh. 6 - Prob. 6.14PCh. 6 - Prob. 6.15PCh. 6 - Prob. 6.16PCh. 6 - Prob. 6.17PCh. 6 - Prob. 6.18PCh. 6 - Prob. 6.19PCh. 6 - Prob. 6.20PCh. 6 - Prob. 6.21PCh. 6 - Prob. 6.22PCh. 6 - Prob. 6.23PCh. 6 - Prob. 6.24PCh. 6 - Prob. 6.25PCh. 6 - Prob. 6.26PCh. 6 - Prob. 6.27PCh. 6 - Prob. 6.28PCh. 6 - Prob. 6.29PCh. 6 - Prob. 6.30PCh. 6 - Prob. 6.31PCh. 6 - Prob. 6.32PCh. 6 - Prob. 6.33PCh. 6 - Prob. 6.34PCh. 6 - Prob. 6.35PCh. 6 - Prob. 6.36PCh. 6 - Prob. 6.37PCh. 6 - Prob. 6.38PCh. 6 - Prob. 6.39PCh. 6 - Prob. 6.40PCh. 6 - Prob. 6.41PCh. 6 - Prob. 6.42PCh. 6 - Prob. 6.43PCh. 6 - Prob. 6.44PCh. 6 - Prob. 6.45PCh. 6 - Prob. 6.46PCh. 6 - Prob. 6.47PCh. 6 - Prob. 6.48PCh. 6 - Prob. 6.49PCh. 6 - Prob. 6.50PCh. 6 - Prob. 6.51PCh. 6 - Prob. 6.52PCh. 6 - Prob. 6.53PCh. 6 - Prob. 6.54PCh. 6 - Prob. 6.55PCh. 6 - Prob. 6.56PCh. 6 - Prob. 6.57PCh. 6 - Prob. 6.58PCh. 6 - Prob. 6.59PCh. 6 - Prob. 6.60PCh. 6 - Prob. 6.61PCh. 6 - Prob. 6.62PCh. 6 - Prob. 6.63PCh. 6 - Prob. 6.64PCh. 6 - Prob. 6.65PCh. 6 - Prob. 6.66PCh. 6 - Prob. 6.67PCh. 6 - Prob. 6.68PCh. 6 - Prob. 6.69PCh. 6 - Prob. 6.70PCh. 6 - Prob. 6.71PCh. 6 - Prob. 6.72PCh. 6 - Prob. 6.73PCh. 6 - Prob. 6.74PCh. 6 - Prob. 6.75PCh. 6 - Prob. 6.76PCh. 6 - Prob. 6.77PCh. 6 - Prob. 6.78PCh. 6 - Prob. 6.79PCh. 6 - Prob. 6.80PCh. 6 - Prob. 6.81PCh. 6 - Prob. 6.82PCh. 6 - Prob. 6.83PCh. 6 - Prob. 6.84PCh. 6 - Prob. 6.85PCh. 6 - Prob. 6.86PCh. 6 - Prob. 6.87PCh. 6 - Prob. 6.88PCh. 6 - Prob. 6.1YTCh. 6 - Prob. 6.2YTCh. 6 - Prob. 6.3YTCh. 6 - Prob. 6.4YTCh. 6 - Prob. 6.5YTCh. 6 - Prob. 6.6YTCh. 6 - Prob. 6.7YTCh. 6 - Prob. 6.8YTCh. 6 - Prob. 6.9YTCh. 6 - Prob. 6.10YTCh. 6 - Prob. 6.11YTCh. 6 - Prob. 6.12YTCh. 6 - Prob. 6.13YTCh. 6 - Prob. 6.14YTCh. 6 - Prob. 6.15YTCh. 6 - Prob. 6.16YTCh. 6 - Prob. 6.17YTCh. 6 - Prob. 6.18YTCh. 6 - Prob. 6.19YTCh. 6 - Prob. 6.20YT
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- The C=O double bond is called a “carbonyl bond.” Acetone and othercarbonyl compounds are introduced in some texts along with this structure a. Is this an important resonance structure of acetone? Explain. b. Does this structure convey any useful information about acetone? If so, what?arrow_forwardThe two molecules in the pictrue behave very differently in reactions. Though they are both neutral, it is possible to draw resonance structures to illustrate which atoms will have partial charges. In one of the molecules, a carbon of the double bond is partially positive while in the other it is partially negative. 1. Draw one resonance structure for each molecule below with only one positive and one negative charge in the left box. In the box to the right draw out the original structure with its partial charges, which can be determined from the resonance structures.arrow_forwardWhich of the following species is a valid resonance structure of A? Use curved arrows to show how A is converted to any valid resonance structure. When a compound is not a valid resonance structure of A, explain why not.arrow_forward
- Write resonance structure for each of the following compounds and formal charges where appropriate. Which one most to hybrid? Explain.arrow_forwarddraw all the significant resonance structures of this moleculearrow_forwardWhich resonance structure in each of the following pairs is more stable? Explain.arrow_forward
- Which of the following species (B, C,D) is a valid resonance of A? Use curved arrows to show how A is converted to any valid resonance structure.arrow_forwardIn each group of three bonds, which bond is likely to be the most polar? Which will be the least polar?arrow_forwardWhich of the highlighted chemical bonds in the molecules below is longest? Shortest? In between? Which highlighted bond requires the highest energy to break? Lowest? In between? Answer these questions by completing the second and third columns in the table.arrow_forward
- Draw a reasonable resonance structure for the following species. Draw out all bonds to the oxygen atom in your answer.arrow_forwardO REPRESENTATIONS OF ORGANIC MOLECULES Ranking resonance structures Rank the resonance structures in each row of the table from major to minor. For example, in the first row, select (major) for the major resonance contributor. If two or more structures in the same row contribute equally, rank them equally by selecting the same number. H. H H. H. H. H. H. H. (Rank) (Rank) (Rank) H. H. H. H. H. H. H. (Rank) (Rank) :o: Rank) (Rank) 74°F DELL F5 F6 F7 F8 F9 F10 F11 PrtScr F12 24arrow_forwardWhich resonance structure in each of the following pairs is more stable? Why?arrow_forward
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