The difference in positive-charge distribution in an amide that accepts a proton on its oxygen or its nitrogen atom can be visualized with electrostatic potential maps. Consider the electrostatic potential maps for acetamide in its O--H and N--H protonated forms shown below. On the basis of the electrostatic potential maps, which protonated form appears to delocalize, and hence stabilize, the formal positive charge more effectively? Discuss your conclusion in terms of resonance contributors for the two possible protonated forms of acetamide.

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Acetamide protonated on oxygen Acetamide protonated on nitrogen