(a) Is the cyclopropenyl cation aromatic or anti - aromatic? (circle one) (b) Is the cyclopentadienyl anionaromatic or anti - aromatic? (circle one) Justify your answer to (b) with the use of shade or the lack of shadein the three lowest energy molecular orbitals (MOs). Show the relative energies of the 3 MOs based onthe # of bonding and anti - bonding interactions in each ? MO (note some MOS might have the sameenergy). Show how the electrons occupy the MOs in the cation and in the anion.

Here, in case of cyclopentadienyl anion, according to huckle rule, we are getting value 1, which…

Answered: (a) Is the cyclopropenyl cation…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 25VC: The following molecular model of a dimethyl-substituted biphenyl represents the lowest-energy...

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S Coronene is a polycyclic aromatic hydrocarbon. (a) How many total T electrons does it have? (b) Is that number consistent with the fact that the compound is aromatic? Explain. Coronene
11. (a) Is the cyclopropenyl cation aromatic or anti-aromatic? (circle one) (b) is the cyclopentadienyl anion aromatic or anti-aromatic? (circle one) Justify your answer to (b) with the use of shade or the lack of shade in the three lowest energy TT molecular orbitals (MOS). Show the relative energies of the 3 MOs based on the # of bonding and anti-bonding interactions in each TT MO (note some MOs might have the same energy). Show how the electrons occupy the MOs in the cation and in the anion. π 3 元2 J 1 ENERGY C+ C.
Describe the decreasing order of molecular stability (i.e., aromatic > non-aromatic > anti-aromatic)?
The central carbon atom of an allene is a member of two double bonds, and ithas an interesting orbital arrangement that holds the two ends of the molecule at rightangles to each other.(a) Draw an orbital diagram of allene, showing why the two ends are perpendicular.
The central carbon atom of an allene is a member of two double bonds, and ithas an interesting orbital arrangement that holds the two ends of the molecule at rightangles to each other.(a) Draw an orbital diagram of allene, showing why the two ends are perpendicular.(b) Draw the two enantiomers of penta-2,3-diene. A model may be helpful
(a) Use the polygon rule to draw an energy diagram for the MOs of a planar cyclooctatetraenyl system. (b) Fill in the eight pi electrons for cyclooctatetraene. Is this electronic configuration aromatic or antiaromatic? Could the cyclooctatetraene system be aromatic if it gained or lost electrons? (c) Draw pictorial representations for the three bonding MOs and the two nonbonding MOs of cyclooctatetraene. The antibonding MOs are difficult to draw, except for the all-antibonding MO.
Compounds P and Q can undergo a Diels-Alder reaction to form two regioisomeric products R and S as shown in Figure 5. OMe P H C8H1202 R C8H1202 S Figure 5 Draw the chemical structures of regioisomeric compounds R and S. (ii) Using possible resonance contributors of P and Q predict which of the two regioisomers will be favoured in the reaction. (iii) Using curly arrows, draw the mechanism for the reaction of P and Q to form the dominant regioisomer you have predicted in your answer to part (ii) above.
5).. pu n Draw an Aufbau (energy level) diagram for the r-bonding system in following species. Properly label each of the pi (T) orbitals as , mmb, or t orbitals. Identify the compound as aromatic or anti-aromatic based on the diagram. NO explanation necessary.
2. Are the following molecules aromatic, non-aromatic, or anti-aromatic? Provide the electron count and a brief explanation. (a) (b) (c) (d) (e) 'N' ČH3
Consider the following compound, which has been synthesized and characterized:(a) Assuming this molecule is entirely conjugated, do you expect it to be aromatic, antiaromatic, or nonaromatic?(b) Why was this molecule synthesized with three tert-butyl substituents? Why not makethe unsubstituted compound and study it instead?(c) Do you expect the nitrogen atom to be basic? Explain. Why doesn’t nitrogen’s lonepair overlap with the double bonds to give a total of six electrons in the pi system?(d) At room temperature, the proton NMR spectrum shows only two singlets of ratio 1:2. The smaller signal remainsunchanged at all temperatures. As the temperature is lowered to -110 °C, the larger signal broadens and separatesinto two new singlets, one on either side of the original chemical shift. At -110 °C, the spectrum consists of threeseparate singlets of areas 1:1:1. Explain what these NMR data indicate about the bonding in this molecule. How doesyour conclusion based on the NMR data agree with…
Resveratrol is an antioxidant found in the skin of red grapes. Its anticancer, anti-inammatory, and various cardiovascular effects are under active investigation. (a) Draw all resonance structures for the radical that results from homolysis of the OH bond shown in red. (b) Explain why homolysis of this OH bond is preferred to homolysis of either OH bond in the other benzene ring.

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