It was proposed that the reaction of chlorobenzene with potassium amide (RNH₂) to give aniline proceeds via a highly reactive benzyne intermediate, as shown below. Chlorobenzene labelled with 14C at the carbon bearing the chlorine (red asterisk) was used in this reaction. Bearing in mind the symmetry of the intermediates, predict where the 14C label would appear in the product if this mechanism is correct. Chlorobenzene NH₂ NH₂ 06-01-0 Benzyne NH₂ NH₂ Aniline Only at the carbon bearing the nitrogen. Only at the carbon ortho to the nitrogen. At the carbon bearing the nitrogen and the ortho carbons (roughly 50:50). Distributed over all six carbons.

It was proposed that the reaction of chlorobenzene with potassium amide (RNH₂) to give aniline proceeds via a highly reactive benzyne intermediate, as shown below. Chlorobenzene labelled with 14C at the carbon bearing the chlorine (red asterisk) was used in this reaction. Bearing in mind the symmetry of the intermediates, predict where the 14C label would appear in the product if this mechanism is correct. Chlorobenzene NH₂ NH₂ 06-01-0 Benzyne NH₂ NH₂ Aniline Only at the carbon bearing the nitrogen. Only at the carbon ortho to the nitrogen. At the carbon bearing the nitrogen and the ortho carbons (roughly 50:50). Distributed over all six carbons.

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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