Concept explainers
Interpretation: The possible resonance structures for the given cation and the structure that makes the largest contribution to the resonance hybrid is to be drawn.
Concept introduction: Most of the organic structures cannot be represented using single Lewis structure. Therefore, there exists more than one Lewis structure for representing a molecule or ion. These structures are known as resonance structures. These are the hypothetical structures and do not specify the exact structure. These resonance structure combine together to give resonance hybrid that is lower in energy and is the most stable structure.
The delocalization of electrons results in the formation resonance structure.
The stability of resonance structures depends upon the following rules:
• The stability of resonance structure is more if it possesses more bonds and fewer charges.
• Resonance structure will be more stable if atoms of the resonance structure have complete octet.
• The stability of resonance structure is more if negative charge is on more electronegative atom
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Organic Chemistry (6th Edition)
- Hydrocarbon A possesses a significant dipole, even though it is composed of only C—C and C—H bonds. Explain why the dipole arises and use resonance structures to illustrate the direction of the dipole. Which ring is more electron rich?arrow_forwardHydrocarbon A possesses a significant dipole, even though it iscomposed of only C—C and C—H bonds. Explain why the dipole arisesand use resonance structures to illustrate the direction of the dipole.Which ring is more electron rich?arrow_forwardWhich of the given resonance structures (A, B,or C) contributes most to the resonance hybrid? Which contributes least?arrow_forward
- Using the concept of aromaticity and resonance, determine which of the following compounds has the greatest dipole moment. Explain your selectionarrow_forwardWhich of the given resonance structures (A, B, or C) contributes most to the resonance hybrid? Which contributes least?arrow_forwardAn electrostatic potential map of calicene is shown below. a) Both the electrostatic potential map and its significant dipole moment indicate that calicene is an unusually polar hydrocarbon. Which of the dipolar resonance forms, structure A or structure B, better corresponds to the electron distribution in the molecule? Select the single best answer. b) Which one of the following structures should be stabilized by resonance to a greater extent? Select the single best answer.arrow_forward
- The 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_forwardProvide the major resonance forms for the molecule shownarrow_forwardUsing the concept of aromaticity and resonance, determine which of the following compounds has the largest dipole moment. Explain your selectionarrow_forward
- Draw all resonance structures for the following molecules:arrow_forwardFor each of the following pairs of resonance structures, cirele the one that would make greater contribution to the actual resonance hybrid. OCH, OCH, A- BI E =arrow_forwardWhat are the next favourable resonance structures being asked for?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning