The cyclopropenyl cation has a three-membered ring that contains a continuous system of overlapping p orbitals. This system cont-a total of two electrons. Using a Frost circle, draw an energy diagram showing the relative energy levels of all three MOS and thenpredict whether this cation is expected to exhibit aromatic stabilization.Identify the energy diagram below that illustrates the placement of electrons corresponding with the ground state of thismolecule.

The objective of the question is to understand the molecular orbital theory and aromaticity of the…

Answered: The cyclopropenyl cation has a…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter18: Aromaticity

Section: Chapter Questions

Problem 4E

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Predict whether the cyclic system is aromatic , anti-aromatic, or non-aromatic by counting electrons and explain why ? Also circle all the basic nitrogen’s wherever possible . Show all lone pairs which are involved in cyclic delocalization?
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…
A. Determine the number of electrons in a system of cyclic conjugation (zero if no cyclic conjugation).B. Specify whether the species is "a"-aromatic, "aa"-anti-aromatic, or "na"-non-aromatic (neither aromatic nor anti-aromatic).(Presume rings to be planar unless structure obviously prevents planarity. If there is more than one conjugated ring, count electrons in the largest.)
Describe the decreasing order of molecular stability (i.e., aromatic > non-aromatic > anti-aromatic)?
11.) Using Frost's circle, please determine whether the following molecule is aromatic, antiaromatic or non-aromatic (Please provide detailed explanation with diagram).
Aromatic compounds also known as arenes or aromatics are chemical compounds thatcontain conjugated planar ring systems with delocalized pi electron clouds instead ofdiscrete alternating single and double bonds. One of the precursor to produce aromaticcompounds is arenediazonium salt. Criticize this statement.
Assuming the rings are planar, label each ion as aromatic, antiaromatic, or not aromatic.
Please draw the non-aromatic ring as indicated in the picture below and offer a detailed explanation. Thank you so much.
For each of the following, write the major product(s) and then draw out each step in the mechanism using curved arrows. Show ALL lone pair electrons and formal charges. Redraw ALL molecules as to show explicitly ALL bonds being broken or formed. Identify the molecular orbital (HOMO) of the nucleophile and the molecular orbital (LUMO) of electrophile involved in the nucleophilic attack. MO diagrams are not necessary..
Which of these images are not aromatic?
Five-membered aromatic heterocycles with one heteroatom undergo electrophilic substitutions preferentially at the α-position (C-2 and C-5) rather than at the β-position (C-3 and C-4). Explain?
In the list of the following molecules, indicate whether they are aromatic, non-aromatic or anti-aromatic compounds.b) For just one aromatic compound identified in the previous list, show your analysis and the rule used to determine that it is an aromatic compound.

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