Page 99 - Org 3 theoritical book 2024-25
P. 99

Clinical Pharmacy PharmD - 2024/2025                  Level 2                Pharmaceutical Organic Chemistry-3 (PC 305)





               13
            ❖  C-NMR  resonance  are  not  easy
               to  observe,  due  to  the  natural
               abundance  of     13 C  is  very  low

               (1.1%). (the most abundant isotope
                  12
               is  C)

            ❖  Up to this point and using ordinary
               instrument,     the   only     useful
               parameter  obtained  from      13 C  is

               the  chemical  shifts  (scale:  0-200
               ppm)  that  help  in  predicting  the
               No. & type of carbon atoms in a
               given sample.

               13
            ❖  C-NMR obeys the same rules of H-NMR,
               so  magnetically  equivalent  Cs  appears  as

               1 peak.

            ❖  (C-H) Coupling and multiplicity is set off in
               commonly  used      13 C-NMR  experiments  to
                                   13
               avoid splitting of  C peaks that will turn the
               spectra  into  very  crowded  &  non-useful
               spectra.




            ❖  C-F coupling could not be set OFF, and C-F coupling is found clearly in fluorinated
                                     13
               organic compounds  C –NMR spectra.
            ❖  J  coupling  constant  could  be  calculated  for  C-F  coupling,  its  value  increases  ↑↑  as
               distance between C-F atoms decreases ↓. (ex. In CH3-CH2-CF3, highest J value is of
               C then C then C).
            ❖  Ex on C-F coupling in fluorinated organic compounds:
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