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Certain ortho-substituted acetanilides exhibit proton magnetic resonance signals at unusually low field for the amido proton and the aromatic proton adjacent to the acetamido group. This effect, explicable in terms of intramolecular hydrogen-bonding, has been observed for nitro, carbonyl, sulfamoyl, and sulfonyl substituents. Solvent effects are discussed.

Selective deshielding of aromatic protons in some ortho-substituted acetanilides