Page 39 - Practical-workbook-organic-3
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❖  Chemical shift ():
                                                               1
                                                                                      13
                I.   It is a scale measured by ppm (0-12 in  H-NMR & 0-200 in  C-NMR).
               II.   It indicates how much the proton affected by the external magnetic field.

              Factors affecting
                chemical shift                                      Special notes
                                          The presence of electronegative atom (X) as:
                                          F > O > N > Cl > Br > C > H.
                                      ▪  Inductive effect  → the chemical shift .

          1.  Inductive effect        ▪  Distance  →  the  inductive  effect    →  milder  effect  on  the
                                          chemical shift.
                                      ▪  Number of electronegative substituents → Inductive effect 
                                          → the chemical shift.

          2.  Mesomeric effect        The presence of double bond (SP2 carbon) (CH=CH) or triple bond

              (- multiple Bond)      (SP3 carbon) (-C≡C-) has a de-shielding effect.


          3.  Hybridization           S character →  de-shielding   and H appear at lower field.

              Effect                  SP2 < SP < SP3 (exception of SP due to anisotropic effect).


                                      In  systems  containing    electrons  they  will  generate  a  magnetic

          4.  Magnetic                field  which  may  add  to  or  oppose  the  applied  magnetic  field

              anisotropy              causing a de-shielding or shielding effect, respectively.

                                      In case of (-C≡C-) it causes shielding effect

































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