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Tuesday 25 August 2015

13 C NMR EXAMPLES....... cyclohexanon-2-ene


C6H8O  



Interpret :
d (ppm)
Multiplicity (n + 1)
Indicating
198
singlet
145
doublet
> CH = CH <
129
doublet
47
triplet
41
triplet
30
triplet
- CH2-


The peak is a singlet, indicating that it corresponds to a carbon bearing no hydrogens. The chemical shift (d 198) suggests that the carbon is a carbonyl, most likely an aldehyde or ketone.

The peak is 
          a doublet, indicating that it corresponds to a CH. The chemical shift 
          (d 145) is in the "alkene" region. 
> CH = CH <





The peak is a doublet, indicating that it corresponds to a CH. The chemical shift (d 129) is in the "alkene" region.
> CH = CH <


The peak is a triplet, indicating that it corresponds to a CH2 group. The chemical shift (d 47) suggests that the CH2 is adjacent to something mildly electronegative (i.e., a carbonyl or an alkene p-system).


The peak is a triplet, indicating that it corresponds to a CH2 group. The chemical shift (d 41) suggests that the CH2 is adjacent to something mildly electronegative (i.e., a carbonyl or an alkene p-system).


The peak is a triplet, indicating that it corresponds to a CH2 group. The chemical shift (d 30) is in the "simple" range, suggesting a simple internal CH2.
- CH2-

Molecular formula and index of hydrogen deficiency
C6H8O
The index of hydrogen deficiency is 3 (3 double bonds or rings)

Structural formula


 

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