(b). Compound A a key unit of a prescribed drug for treating sleeplessness (insomnia). -N1 N² Compound A (i). Discuss the chemical properties of two nitrogen atoms labelled N¹ and N² in determining the aromaticity of the bicyclic ring. (ii). Draw all possible resonance structures for the bicyclic ring system mentioned in (i).

(b). Compound A a key unit of a prescribed drug for treating sleeplessness (insomnia). -N1 N² Compound A (i). Discuss the chemical properties of two nitrogen atoms labelled N¹ and N² in determining the aromaticity of the bicyclic ring. (ii). Draw all possible resonance structures for the bicyclic ring system mentioned in (i).

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.59P

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Thoroughly describe what is meant when a compound is considered aromatic. In your answer, provide examples and be sure to discuss how Huckel's Rule applies, and what it means to be anti-aromatic versus non-aromatic. When providing specific examples to demonstrate the requirements that you list, describe the delocalized pi electrons and sp2 hybridization. Lastly, why is benzene so special compared to alkenes like cyclohexene....both are 6-carbon atom cycles so are they chemically similar or not really similar at all?
1 i. What is Resonance Theory? Sate five conclusions that can be drawn from the theory. ii. State the two main experiments that were used to establish the extra stability of the benzene molecule. iii. What are the factors that confer Aromaticity to an organic molecule? iv. State the effects of substituents on a benzene derivative towards further aromatic substitution. V. Based on the above suggest the various types of substituents that can be attached to Benzene.
Predict the electronic configurations of (a) the benzeneanion, (b) the benzene cation. Estimate the π-bond energy in each case.
Biphenyl has the following structure.(a) Is biphenyl a (fused) polynuclear aromatic hydrocarbon?(b) How many pi electrons are there in the two aromatic rings of biphenyl? How does this number compare with that for naphthalene?(c) The heat of hydrogenation for biphenyl is about 418 kJ>mol (100 kcal>mol). Calculate theresonance energy of biphenyl.(d) Compare the resonance energy of biphenyl with that of naphthalene and with that of two benzene rings. Explain thedifference in the resonance energies of naphthalene and biphenyl.
3) Outline an acceptable step by step mechanism for the Nucleophilic aromatic substitution of ortho-fluoronitrobenzene with methylamine. Do not forget to include the formal charges of all non-hydrogen atoms that do not have a neutral charge.
Compound A whose molecular formula is C9H11ClO, is found to be aromatic, and on vigorous oxidation with hot, concentrated, basic potassium permanganate followed by acidification, a new aromatic, compound B with the molecular formula of C7H5ClO2 is formed. On treatment with bromine and a ferric bromide catalyst, compound B produces ONLY 2 monobrominated derivatives, compounds C and D, each having the molecular formula C7H4BrClO2. On treatment with sodium metal, compound A produces bubbles of hydrogen gas. Controlled oxidation of compound A with PCC first gives compound E, with formula C9H9ClO. Compound E produces a silver mirror with Tollen’s reagent. Mild oxidation of compound E by chromic acid produces compound F, with the molecular formula C9H9ClO2 which turns blue litmus red. When compound A is heated with concentrated sulfuric acid, a single compound G, whose molecular formula is C9H9Cl, is produced. On ozonolysis followed by reaction with dimethyl sulfide, compound G gives…
Compound A and compound B are in equilibrium. Write a stepwise mechanism from compound Ato compound B showing ALL intermediates. Use curved arrows to symbolize the flow of electrons to show how each of the intermediates and products are formed. Show all lone pairs and formal charges. Lastly, explain which compound (Aor B) will be in higher concentration.
3. Cyclopropenones are described as having aromatic character. How would you account for this, given that the ring contains three π-electrons?
I am slightly confused on the naming of ethers. How come for chloromethoxymethane, it is not methoxychloride? Isn't chloride more complex than the alkyl group, so it should be placed at the root? Or is it not placed at the root because chloride is not an alkyl group at all?
Prove the aromaticity of the molecules given below by discussing them.
Give a clear explanation handwritten answer ....give the detailed answer of each molecule
3) In the mid-1930s, the German theoretical chemist Erich Hückel developed a rule that dealt with the aromaticity of various compounds, which became known as the Hückel Rule. Which (parts) of the compounds listed below are aromatic? Justify your answer based on Hückel's rule. You can treat the rings separately or together as you wish.