Advices For Studying Organic Chemistry

(Wang) #1
3.7B INDUCTIVE EFFECTS


  1. The C—C bond of ethane is completely nonpolar:


H 3 C−CH 3 Ethane
The C−C bond is nonpolar.


  1. The C—C bond of ethyl fluoride is polarized:


G+ G+ G−
H 3 C→−CH 2 →−F
2 1


1) C1 is more positive than C2 as a result of the electron-attracting ability of the
fluorine.


  1. Inductive effect:

    1. Electron attracting (or electron withdrawing) inductive effect

    2. Electron donating (or electron releasing) inductive effect



  2. Electrostatic potential map:

    1. The distribution of negative charge around the electronegative fluorine is
      evident.




Figure 3.4 Ethyl fluoride (fluoroethane): structure, dipole moment, and charge
distribution.

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