APPENDIX A789Step 2:Rearrangement by methyl migration to form a more stable tertiary carbocationStep 3:Capture of the carbocation by water, followed by deprotonationA-5.(a)SN1, unimolecular substitution; rate5k[(CH3)3CBr](b)SN2, bimolecular substitution; rate5k[C6H11Cl][NaN3]A-6.(a)Sodium iodide is soluble in acetone, whereas the byproduct of the reaction, sodiumbromide, is not. According to Le Chatelier’s principle, the reaction will shift in thedirection that will replace the component removed from solution, in this case towardproduct.(b)Protic solvents such as water form hydrogen bonds to anionic nucleophiles, thus stabi-
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.