The compound shown reacts readily with HBr and adds water across at least of one of its double bonds. Why behave like Benzene? 1. It is NOT a 4n + 2 system 2. severe steric interactions prevent it from being flat 3. It does NOT have a continous array of p orbitals to overlap 4. There are too many pi bonds to be aromatic

The compound shown reacts readily with HBr and adds water across at least of one of its double bonds. Why behave like Benzene? 1. It is NOT a 4n + 2 system 2. severe steric interactions prevent it from being flat 3. It does NOT have a continous array of p orbitals to overlap 4. There are too many pi bonds to be aromatic

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

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.44P

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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.
Following the instructions for drawing the energy levels of the molecular orbitals for the compounds shown in Figure 8.17, draw the energy levels of the molecular orbitals for the cycloheptatrienyl cation, the cycloheptatrienyl anion, and the cyclopropenyl cation. For each compound, show the distribution of the p electrons. Which of the compounds are aromatic?
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1. What is resonance theory? State five conclusionstgan can be drawn from the theory. 2.What factors confer aromaticity to an organic molecule. 3. What are the various ways by which alkenes can be synthesized. 4. State the two main experiment that were used to establish the extra stability of the benzene molecule.
Why isn't this compound aromatic? Doesn't it fit the 4n+2 rule where there is 6 pi electrons? Or is it not planar, which is why it is not aromatic?
Following the instructions for drawing the energy levels of the molecular orbitals for the compounds shown in Figure 8.17, draw the energy levels of the molecular orbitals for the cycloheptatrienyl cation, the cycloheptatrienylanion, and the cyclopropenyl cation. For each compound, show the distribution of the p electrons. Which of the compounds are aromatic?
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An important class of substances in organic chemistry are the aliphatic and aromatic hydrocarbons and theirssubstituted derivatives. In this assignment: Remember to take any isomerism and the VSEPR principles into account A) Study the series of ring structures a – d in the figure above. Fill in the IUPAC names for the rings a - d.Are any of these rings aromatic? Can you say something about what aromaticity means chemically? B) Suggest probable IUPAC names of the following substituted hydrocarbon compounds which areshown in skeletal structure: See image b
1,4-Pentadiene (CH2=CH-CH2-CH=CH2) is a liquid at room temperature and has a density of 0.66 g/mL and molar mass of 68.12 g/mol. In a laboratory experiment, 3.80 mL of this compound was treated with 4.80 mL of conc. H2SO4 (100% w/w; molar mass 98.08 g/mol). Note that the density of conc. H2SO4 is 1.84 g/mL. The resulting sulfate ester was then treated with 1.20 mL of water (molar mass 18.02 g/mol) affording, after work- up, 2,4-pentanediol (molar mass 104.15 g/mol) as the crude product. The crude product was then purified by simple distillation, which yielded 2.00 g of pure product. What is the theoretical yield of 2,4-pentanediol expressed in grams? Show calculations. What is the percentage yield of pure 2,4-pentanediol?