Audit formal charge and compare resonance contributors
Use per-atom ledgers and symmetry to reject invalid or unequal structural interpretations.
Learning outcome: Reconcile ion electron budgets, local octets and formal charges; distinguish equivalent contributors from less-supported non-equivalent proposals and from measured partial charge.
Starting recap
A bond line contains two shared electrons. Count each shared pair once for the total, but include it around both bonded atoms when checking local octets. Signed negative charge adds electrons to the entity.
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Try
Nitrate has 24 valence electrons. Its all-single drawing can use exactly 24 while leaving nitrogen with only six surrounding electrons. Can the correct total certify it?
Open the experimentPredict
Predict which check rejects all single bonds and which rejects two double bonds around nitrate nitrogen. Predict what changes when the single double bond moves among equivalent O sites.
Experiment
Capture nitrate all-single and proposal A, then B and C. Compare their per-atom formal charges and unchanged total. Repeat with carbonate. For CO2 compare two double bonds with a triple/single proposal, checking octets and charge separation separately.
Audit formal charge and resonance proposals
Original Lewis proposals · inspectable electron bookkeeping · Restricted second-period Lewis bookkeeping with supplied connectivity and paired terminal lone electrons. Formal charges assume equal bond-electron assignment, not measured partial charge. Equivalent contributors are representations, not switching physical molecules.
Reset keeps your prediction, captures and practice history.
Nitrate, NO3−: audit the drawing before comparing contributors
Available electrons = neutral valence sum − signed charge = 5 + 3 × 6 − (-1) = 24. A bond line is two electrons; each dot below an O is one nonbonding electron.
| Atom | Neutral valence V | Nonbonding N | Bonding B | Around atom N+B | Formal V−N−B/2 |
|---|---|---|---|---|---|
| N | 5 | 0 | 6 | 6 | 2 |
| O1 | 6 | 6 | 2 | 8 | -1 |
| O2 | 6 | 6 | 2 | 8 | -1 |
| O3 | 6 | 6 | 2 | 8 | -1 |
Distinct electrons drawn: 6 bonding + 18 nonbonding = 24; total budget passes. Local octets fail. Formal-charge sum -1 matches entity charge: yes. Sum of absolute formal charges: 5. Passing the total budget alone cannot repair a second-period atom with six, ten or twelve surrounding electrons.
Repair the local octet failure before interpreting this as an equally acceptable contributor. Formal charge and a conserved total do not waive the second-period octet constraints of this exercise.
Formal charge assigns half of each bond’s electrons to each atom regardless of electronegativity. It is bookkeeping, not measured partial charge or oxidation state. This paired-electron checker does not represent radicals: NO has 11 valence electrons and cannot put every electron into a pair.
Sources and scope
- AP Chemistry CED: Unit 2 objectives and boundaries
- Morse (1929): potential-energy model provenance
- IUPAC: formal charge and equal bond-electron assignment
- IUPAC: resonance form as a contributing structure
Source definitions guide these original finite exercises. Curves and proposals are teaching constructions, not experimental datasets. Prior high-school activities remain prerequisite returns; this package does not complete Unit 2.
At least one local octet fails despite the total electron budget.
Inspect each atom’s formal charge and the total charge separately from the electron budget. No resonance picture is a time-resolved molecular switch.
Captures retain original teaching-curve or Lewis-proposal settings and replay their calculations. They are model comparisons, not new measurements or independent structural determinations.
Understand
Apply
Public practice checks a specific claim. It does not establish independent mastery.
Explain why resonance contributors are not molecules switching with time and why non-equivalent proposals cannot receive automatic equal weights. Distinguish formal charge, entity charge, partial charge and the limitation exposed by odd-electron NO.
Continue
Completion requires a saved prediction, at least one capture and a reflection. Presence checks do not grade your reasoning.
Skipping retains experiments and awards no mastery.
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