a. Propose an electron pushing mechanism for the conversion of o-phenylene diamine plus formicacid to the first amide intermediate (catalyzed by acid). Indicate all resonance stabilizedcarbocations with the letters "RSCC"b. Propose an electron pushing mechanism for the cyclization of the amide intermediate tobenzimidazole. Indicate all resonance stabilized carbocations with the letters RSCC.c. Determine the mmol of both starting materials (factoring in that formic acid is not pure, but rather88% weight/volume, or 88g/100 ml), showing your work. Determine the limiting reagent in thissynthesis. Lastly, calculate the theoretical yield of benzimidazole that you could expect to form.

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a. Propose an electron pushing mechanism for the conversion of o-phenylene diamine plus formic acid to the first amide intermediate (catalyzed by acid). Indicate all resonance stabilized carbocations with the letters "RSCC"

a. Propose an electron pushing mechanism for the conversion of o-phenylene diamine plus formic acid to the first amide intermediate (catalyzed by acid). Indicate all resonance stabilized carbocations with the letters "RSCC"

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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Question

a. Propose an electron pushing mechanism for the conversion of o-phenylene diamine plus formic
acid to the first amide intermediate (catalyzed by acid). Indicate all resonance stabilized
carbocations with the letters "RSCC"
b. Propose an electron pushing mechanism for the cyclization of the amide intermediate to
benzimidazole. Indicate all resonance stabilized carbocations with the letters RSCC.
c. Determine the mmol of both starting materials (factoring in that formic acid is not pure, but rather
88% weight/volume, or 88g/100 ml), showing your work. Determine the limiting reagent in this
synthesis. Lastly, calculate the theoretical yield of benzimidazole that you could expect to form.

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