According to Table 23-1, the nitration of phenol results in a product mixture that is 50% ortho and 50% para. What would the major products be if one of the ortho positions of phenol were labeled with deuterium (D)? What would you expect the relative amounts of each of those products to be? OH D. HNO3 ? H2SO4 TABLE 23-1 Product Distribution Sub Sub of the Nitration of Various Monosubstituted Benzenes HNO3 , `NO2 ORTHO/PARA-DIRECTING SUBSTITUENTS META-DIRECTING SUBSTITUENTS Substituent о тро+p o m p Substituent o+p — ОН 50 50 100 -NO2 7 91 2 –NHCOCH3 19 2 79 98 -Ň(CH3)3 2 87 11 13 -CH3 63 3 34 97 -CO,H 22 76 2 24 -F 13 1 86 99 -CN 17 81 2 19 CI 35 1 64 99 -CO,Et 28 66 6 34 Br 43 1 56 99 -COCH3 26 72 2 28

According to Table 23-1, the nitration of phenol results in a product mixture that is 50% ortho and 50% para. What would the major products be if one of the ortho positions of phenol were labeled with deuterium (D)? What would you expect the relative amounts of each of those products to be? OH D. HNO3 ? H2SO4 TABLE 23-1 Product Distribution Sub Sub of the Nitration of Various Monosubstituted Benzenes HNO3 , `NO2 ORTHO/PARA-DIRECTING SUBSTITUENTS META-DIRECTING SUBSTITUENTS Substituent о тро+p o m p Substituent o+p — ОН 50 50 100 -NO2 7 91 2 –NHCOCH3 19 2 79 98 -Ň(CH3)3 2 87 11 13 -CH3 63 3 34 97 -CO,H 22 76 2 24 -F 13 1 86 99 -CN 17 81 2 19 CI 35 1 64 99 -CO,Et 28 66 6 34 Br 43 1 56 99 -COCH3 26 72 2 28

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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