4. On the basis of your mechanism for Problem 3(c), answer the following questions: (a) Additions of Br₂ and ArSCI to [2.2.1]-bicycloheptene give the products shown in Equa- tions 11 and 12, respectively. Give a mechanism for the products of Reaction 11 and explain why only the bromination gives rearrangement products. Br Br Br +Br₂- D.A. dr. A D--- + ArSCI→ Br SAr (11) (12) -CH=CH₂ reacts 1000 times faster than Ph-CH-CH₂ with Brg-HOAC but only 3.8 times faster with pC1-CH₂SCI in HOAc at 25°C. Explain. (c) Which would you expect to show a better linear correlation with the rate constants for bromination of a number of alkenes-the rate constants for hydration or those for addition of ArSCI to the same alkenes?

4. On the basis of your mechanism for Problem 3(c), answer the following questions: (a) Additions of Br₂ and ArSCI to [2.2.1]-bicycloheptene give the products shown in Equa- tions 11 and 12, respectively. Give a mechanism for the products of Reaction 11 and explain why only the bromination gives rearrangement products. Br Br Br +Br₂- D.A. dr. A D--- + ArSCI→ Br SAr (11) (12) -CH=CH₂ reacts 1000 times faster than Ph-CH-CH₂ with Brg-HOAC but only 3.8 times faster with pC1-CH₂SCI in HOAc at 25°C. Explain. (c) Which would you expect to show a better linear correlation with the rate constants for bromination of a number of alkenes-the rate constants for hydration or those for addition of ArSCI to the same alkenes?

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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