Question

2) (5 pts) For the molecular formula shown belo, a) Draw THREE stable structural isomers b) For the third isomer, draw TWO reasonable resonance structures and ONE "bad" resonance structure that contributes almost nothing to the resonance hybrid (NOTE: the "mor" resonance structure can be equal to the major one if your isomer has twp equivalent resonance forms) EXAMPLE C4H CIO CI CI он но Major resonance structure Minor resonance structure Non-contributing resonance structure CI Cl Major resonance structure Minor resonance structure Non-contributing resonance structure

Answer 1

CsHsNO Major resonance structure Minor resonance structure Non-contributing resonance structure

In the major resonance structure, the negative charge in on the more electronegative oxygen atom.

In the minor resonance structure, the negative charge is on the less electronegative nitrogen atom.

In the bad or non-contributing resonance structure, the positive charge in on the more electronegative oxygen atom and the negative charges are on less electronegative nitrogen and carbon atoms. There is also the separation of charges.