Copy the figure shown below onto your scratch paper. Box 1 Вох 2 Box 3 HBr Br Then, complete the figure on your scratch paper by drawing out the intermediates and arrow-pushing mechanism in Boxes 1-3 that explain the formation of the final products shown. You should start your arrow-pushing in Box 1, and you will use all boxes. Now, report formal charges (+,0,-) that appear on the alpha carbon, beta carbon, and bromine atoms in each box, and match the contents of each box to a single phrase (A-H) that best describes the mechanistic step that occurs in each box. A. A hydride shift occurs. B. A methyl shift occurs. C. A nucleophile attacks a tertiary carbocation. D. A leaving group leaves. E. A nucleophile attacks a secondary carbocation. F. Br is protonated, the alpha carbon is deprotonated, and a pi bond forms G. A carbocation attacks the Br. H. Br is protonated, the beta carbon is deprotonated, and a pi bond forms Ca formal charge (+.0,-) Ce formal charge (+,0.-) Br formal charge (+,0.-) Phrase (A-H) Box 1: 0 Box 2: Вох 3: Products: 0

Copy the figure shown below onto your scratch paper. Box 1 Вох 2 Box 3 HBr Br Then, complete the figure on your scratch paper by drawing out the intermediates and arrow-pushing mechanism in Boxes 1-3 that explain the formation of the final products shown. You should start your arrow-pushing in Box 1, and you will use all boxes. Now, report formal charges (+,0,-) that appear on the alpha carbon, beta carbon, and bromine atoms in each box, and match the contents of each box to a single phrase (A-H) that best describes the mechanistic step that occurs in each box. A. A hydride shift occurs. B. A methyl shift occurs. C. A nucleophile attacks a tertiary carbocation. D. A leaving group leaves. E. A nucleophile attacks a secondary carbocation. F. Br is protonated, the alpha carbon is deprotonated, and a pi bond forms G. A carbocation attacks the Br. H. Br is protonated, the beta carbon is deprotonated, and a pi bond forms Ca formal charge (+.0,-) Ce formal charge (+,0.-) Br formal charge (+,0.-) Phrase (A-H) Box 1: 0 Box 2: Вох 3: Products: 0

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter21: Nas: Nucleophilic Aromatic Substitution

Section: Chapter Questions

Problem 11CTQ

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