Give the complete mechanism, including transition states, for the following reaction. Then draw the potential energy diagram for it and for similar alkylbromides of other substitution patterns. Give the rate law for this type of mechanism. Then give the rate trend based on substitution pattern and explain it using the rate law and potential energy diagram you have provided. Use additional sheets, make sure you draw large enough for your work to be clearly understood, and attach them in order. H" -CI HSCH3 ethanol H3CS- + H" -SCH 3 Explain why 1-chlorobicyclo[2.2.1]heptane (shown below) even though it is a tertiary alkyl halide, is virtually unreactive in the SN1 reaction. It has been estimated that it is 10-13 times as reactive as tert-butyl chloride. Hint: consider the preferred geometry of the reactive intermediate.

Give the complete mechanism, including transition states, for the following reaction. Then draw the potential energy diagram for it and for similar alkylbromides of other substitution patterns. Give the rate law for this type of mechanism. Then give the rate trend based on substitution pattern and explain it using the rate law and potential energy diagram you have provided. Use additional sheets, make sure you draw large enough for your work to be clearly understood, and attach them in order. H" -CI HSCH3 ethanol H3CS- + H" -SCH 3 Explain why 1-chlorobicyclo[2.2.1]heptane (shown below) even though it is a tertiary alkyl halide, is virtually unreactive in the SN1 reaction. It has been estimated that it is 10-13 times as reactive as tert-butyl chloride. Hint: consider the preferred geometry of the reactive intermediate.

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter11: Ethers, Epoxides, And Sulfides

Section: Chapter Questions

Problem 11.18P

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