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Below are drawn four possible isomers ( partial Lewis structures with different atomic connectivity ) for an anion with the molecular formula C 3 H

Below are drawn four possible isomers (partial Lewis structures with different atomic connectivity) for an anion with the molecular formula C3H4NO-2e-
A
B
C
D
(a) First, add enough electrons as either lone pairs or bonds to give an overall negative charge.
Show all lone pairs in each completed Lewis structure, and show any atomic formal charges that result.
(b) Then, for each isomer, consider if other resonance structures can contribute. Since this is an anion, look for a strong electron donor with an adjacent electron acceptor. For each additional resonance structure you draw (some isomers may have more than one additional RS, some may have none), circle the electron pairs in the original Lewis structure which have moved, and draw a curved arrow depicting the motion required to create the new RS. If you have colored pens, color coding your electrons pairs is nice (but not required).
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