Chemistry c) 4 d) 5 2) What is the correct order for the following molecules according to their reactivity toward electrophilic aromatic substitution? (form the most reactive to least reactive) Pyridine benzene pyrrole furan a) Benzene, pyridine, pyrrole, furan b) Pyrrole, furan, benzene, pyridine c) Pyrrole, furan, pyridine, benzene d) Furan, benzene, pyrrole, pyridine fast plz

Chemistry c) 4 d) 5 2) What is the correct order for the following molecules according to their reactivity toward electrophilic aromatic substitution? (form the most reactive to least reactive) Pyridine benzene pyrrole furan a) Benzene, pyridine, pyrrole, furan b) Pyrrole, furan, benzene, pyridine c) Pyrrole, furan, pyridine, benzene d) Furan, benzene, pyrrole, pyridine fast plz

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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Rank the compounds in each group in order of increasing reactivity in electrophilic aromatic substitution: (a) C6H6, C6H5Cl, C6H5CHO, C6H5OCH3; (b) C6H5CH3, C6H5NH2, C6H5CH2NH2, C6H5CONH2.
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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11. (24 pts) (a) Similar to alkanes, hydrogen gas can undergo radical bromination according to the reaction below. Propose a chain-reaction mechanism for this reaction, including an initiation step, propagation steps, and two plausible termination steps. The homolytic bond dissociation energy for Br-Br is 46 kcal mole-, for H-Br is 88 kcal mole and for H-H is 104 kcal mole. hv Н-Н + Вr-Br 2 Н-Br (b) Calculate the overall AH for the above propagation steps (show all work).
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11.; (a) Similar to alkanes, hydrogen gas can undergo radical bromination according to the reaction below. Propose a chain-reaction mechanism for this reaction, including an initiation step, propagation steps, and two plausible termination steps. The homolytic bond dissociation energy for Br-Br is 46 kcal·mole', for H-Br is 88 kcal'mole and for H-H is 104 kcal'mole'. hv H-H + Br-Br 2 H-Br (b) Calculate the overall AH for the above propagation steps (show all work).
11. See Fundamentals P167 for Figure 5.6 Use Figure 5.6 to rank the compounds in each of the following groups in order of their reactivity toward electrophilic aromatic substitution: (a) Nitrobenzene, phenol (hydroxybenzene), toluene (b) Phenol, benzene, chlorobenzene, benzoic acid (c) Benzene, bromobenzene, benzaldehyde, aniline (aminobenzene)
Checking my answer, there was difference with solution. (organic chemistry smith 5th ed 2.47P (d)) Solution said 'the acid base reaction between pentyne and ammonia is product way because pka of pentyne is 25, ammonia is 38 so pentyne will be deprotanted by ammonia.' but I think (and as written in the book) NH4+ is stronger acid than pentyne and acid-base reaction works when reactant is stronger acid than product conjugate acid. It isn't match that pentyne makes NH4+. who is incorrect?
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