a) Propose a stepwise synthesis for the compound below starting from benzene. List all reagents and intermediates. You can assume that ortho- and para- substituted benzenes can be separated efficiently. (3 reactions) O₂N HNO3 H₂SO4 Br b) Leveraging your knowledge of electrophilic aromatic substitution mechanisms, propose an arrow-pushing mechanism for the nitration step of the synthesis in a). Make sure to include all charges, intermediates, and the formation of the electrophile in this reaction. You can use benzene as a model reagent (see below). NO₂ c) Substituted benzyl halides can react with methanol via an SN1 mechanism to form benzyl ethers. List the benzyl halides below in order of increasing reactivity under these conditions (i.e., from the least reactive to the most reactive).

a) Propose a stepwise synthesis for the compound below starting from benzene. List all reagents and intermediates. You can assume that ortho- and para- substituted benzenes can be separated efficiently. (3 reactions) O₂N HNO3 H₂SO4 Br b) Leveraging your knowledge of electrophilic aromatic substitution mechanisms, propose an arrow-pushing mechanism for the nitration step of the synthesis in a). Make sure to include all charges, intermediates, and the formation of the electrophile in this reaction. You can use benzene as a model reagent (see below). NO₂ c) Substituted benzyl halides can react with methanol via an SN1 mechanism to form benzyl ethers. List the benzyl halides below in order of increasing reactivity under these conditions (i.e., from the least reactive to the most reactive).

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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