NMR Spectroscopy

13C Substituent Increments for Substituted Alkenes


Substituent Y X
-H 0 0
-CH3 10.6 -7.9
-CH2CH3 15.5 -9.7
-CH=CH2 13.6 -7
-C6H5 12.5 -11
-CO2H 4.2 8.9
-NO2 22.3 -0.9
-OCH3 29.4 -39.9
-OC(O)CH3 18.4 -26.7
-F 24.9 -34.3
-Cl 2.6 -6.1
-Br -7.9 -1.4
-I -38.1 7.0


Example 1:

dC1 = 123.3 + (-7.9) + (-7.9) = 107.5 ppm
Observed: 108.9 ppm
dC2 = 123.3 + 10.6 + (-1.4) = 132.5 ppm
Observed: 129.4 ppm

Example 2:

dC1 = 123.3 + 4.2 + (-7.9) = 119.6 ppm
Observed: 122.0 ppm
dC2 = 123.3 + 10.6 + 8.9 = 142.8 ppm
Observed: 147.0 ppm


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