Dolbier HW Solutions 695 - 789 APPENDIX A Step 2...

Info icon This preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
APPENDIX A 789 Step 2: Rearrangement by methyl migration to form a more stable tertiary carbocation Step 3: Capture of the carbocation by water, followed by deprotonation A-5. ( a ) S N 1, unimolecular substitution; rate k [(CH 3 ) 3 CBr] ( b ) S N 2, bimolecular substitution; rate k [C 6 H 11 Cl][NaN 3 ] A-6. ( a ) Sodium iodide is soluble in acetone, whereas the byproduct of the reaction, sodium bromide, is not. According to Le Chatelier s principle, the reaction will shift in the direction that will replace the component removed from solution, in this case toward product. ( b ) Protic solvents such as water form hydrogen bonds to anionic nucleophiles, thus stabi-
Image of page 1
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern