ch 6 - Chapter 6 When Nucleophiles A/ack C-X Bond Strength...

Info icon This preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
Chapter 6 When Nucleophiles A/ack
Image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
C-X Bond Strength and X Size P orbital from the halogen overlaps with the sp 3 orbital on the carbon center The larger and more diffuse the p orbital in question, the weaker the bond because the poorer the overlap. C-X Bond Strength: F > Cl > Br > I This correlates well with a decrease in percentage of overlap. As we move to larger halogens the boiling point increases because the molecules are more polarizable leading to greater London dispersion forces.
Image of page 2
Nucleophilic Substitution In 1896 Paul Walden (Germany) discovered an interconversion of stereochemistry when enantiomerically pure starting materials switched optical activity upon reaction. The story of what happens when one nucleophile replaces another one. Functional group is changed in the molecule. Nucleophiles may be charged or uncharged, and products may be charged or uncharged. Wide range of functionality can be introduced utilizing S N 2 reactions.
Image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
Image of page 4
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