α-chloro-p-xylene - Note the deshielded methyl group, from e- donation into the ring |
Aromatic protons: 6.5 - 8 ppm. These are easily identified since very few environments absorb in this region. A highly deshielded vinyl proton could be found here, but it is rare.
Benzylic protons: 2.3 - 2.7 ppm
The largest shifts are found when electron withdrawing groups such as NO2 are attached, deshielding the protons in the ring. The reverse is true for electron-donating groups like MeO.
Aromatic protons experience coupling right across the ring, but the clear differences in J values often allow substitution patterns to be determined by measuring them - described in a future post.
What is the splitting pattern of methylene and methyl protons
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