In the two mechanisms SN1 and SN2, the rates of reaction depend on the structure of the alkyl halide (1° vs. 2°) in different ways. In a competition experiment, where a mixture of 1° and 2° alkyl halides compete for reaction with the same nucleophile, the rates of reaction can be experimentally assessed by NMR integration of the ratio of products. If a product forms faster, there will be more of it in the product mixture. There are three possible options that may be observed: Observation Mechanism 1. The ratio A:B = 1. (the sample contains equal parts A and B) 2. The ratio A:B> 1 (the sample contains more A than B) 3. The ratio A:B < 1 (the sample contains less A than B) Review the mechanistic discussions at the beginning of this chapter, and identify which of the Conditions 1, 2, 3 above will serve as evidence for or against the SN1 and SN2 mechanism in the reaction of 2,6- dimethylphenol with n-propyl bromide and isopropyl bromide. In the blanks above, enter SN1, SN2, both, or neither.

In the two mechanisms SN1 and SN2, the rates of reaction depend on the structure of the alkyl halide (1° vs. 2°) in different ways. In a competition experiment, where a mixture of 1° and 2° alkyl halides compete for reaction with the same nucleophile, the rates of reaction can be experimentally assessed by NMR integration of the ratio of products. If a product forms faster, there will be more of it in the product mixture. There are three possible options that may be observed: Observation Mechanism 1. The ratio A:B = 1. (the sample contains equal parts A and B) 2. The ratio A:B> 1 (the sample contains more A than B) 3. The ratio A:B < 1 (the sample contains less A than B) Review the mechanistic discussions at the beginning of this chapter, and identify which of the Conditions 1, 2, 3 above will serve as evidence for or against the SN1 and SN2 mechanism in the reaction of 2,6- dimethylphenol with n-propyl bromide and isopropyl bromide. In the blanks above, enter SN1, SN2, both, or neither.

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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