Concept explainers
Interpretation:
The difference in the calculated dipole moments of the two compounds J and K is to be explained.
Concept introduction:
In an unsaturated ring with an incomplete conjugation or a saturated ring with a suitable number of double-bonded substituents, it is possible for the ring to gain aromatic stabilization through a change in hybridization and/or through resonance. In this case, the extra stability gain drives such transformations, and the ring behaves like an
If this process involves a charge separation, the molecule may gain polarity even if it is not inherently polar.
Dipole moment is the product of the charge and the distance separating the opposite charges. Generally, the charges in such structures are just unit charges, so the dipole moment primarily depends on their separation. Larger the distance between the centers of the positive and negative charge, larger the dipole moment.
Want to see the full answer?
Check out a sample textbook solutionChapter 14 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Consider the aromatic anions below and their linear counterparts. Draw all of the resonance forms for each. What patterns emerge?arrow_forwardThe calicene molecule has a different dipolar moment of 0 and also thedipole points to the larger ring. Draw a structure resonance where you can see that distribution of loads and using the concept of aromaticity and resonance structures, explain why the moment dipolarit's different from zeroarrow_forwardPyrene has been determined experimentally to be aromatic. At first glance, however, its structure appears to break Hückel’s rule. How so? Can you explain why pyrene exhibits aromaticity?Hint: What are the characteristics of the π system on the periphery of the molecule?arrow_forward
- Based on your answer to below Problem, do you thinkthe compound shown here should have a significantdipole moment? If so, in which direction does it point? The molecule shown here has quite a large dipole, asindicated in its electrostatic potential map. Explain why.Hint: Consider various resonance structures.arrow_forwarda. Consider the structure drawn below. Assuming the structure is planar, would you predict this compound to be aromatic, anti-aromatic, or nonaromatic? (Note: each nitrogen has a lone pair and, as drawn, each gallium has 6 valence electrons.) b. Explain your answer for part a: Which rules of aromaticity does the compound obey or disobey?arrow_forwardPlease give me idea why resonance is more reactive. I thought If resonance exists, it delocalizes more, and means less reactivearrow_forward
- Kindly explain why COSe is the answer in detail.arrow_forwardDraw the resonance structure of the ff. and identify if aromatic or nonaromatic through Huckel’s rule. note: I need the answer immediately. I will send a good rate right away as well.arrow_forwardAccording to Hückel's aromaticity, say if the following compounds are aromatic, anti-aromatic or non-aromatic. Justify your answers.arrow_forward
- Question (Organic Chemistry) Consider molecules A–D. Does the arrow pushing in each structure leadto an acceptable resonance form? If so, explain why it is acceptable or unacceptable? What are the rules and logic? If so, draw it and carefully explain your answer and provide explanations for why each structure leds to an acceptable or unacceptable resonance form. Why is the arrow pushing acceptable or unacceptable in each individual case? Explain you answer with many details, logic, and in a step-by-step fashion.arrow_forwardFor the molecule below is the ring (as shown – the particular resonance form drawn) aromatic, why or why not? Using correct arrow-pushing convention, show the formation of a resonance form of the above structure that is aromatic. What is the charge of the five-membered ring in the main contributing resonance form?arrow_forwardUsing the concept of aromaticity and resonance, determine which of the following compounds has the greatest dipole moment. Explain your selectionarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning