Q.Explain the important aspects of resonance with reference to the CO32− ion.
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🔒 Start your 14-day free trial to unlock the full solution →Concept understanding — Lewis Dot Structures
Why do we need Lewis dot structures?
Atoms are held together in molecules by chemical bonds — but what exactly is a bond? In the early 20th century, Gilbert N. Lewis realised that the key lies in the valence electrons (the outermost electrons). He noticed that atoms of noble gases (like Ne, Ar) are extremely stable and unreactive, and they all have 8 electrons in their outermost shell (except helium, which has 2). This led to the octet rule: atoms tend to gain, lose, or share electrons to achieve a full outer shell of 8 electrons (or 2 for hydrogen).
Lewis dot structures are simply a shorthand picture of this idea. They show:
- Which atoms are connected to which
- How many valence electrons each atom contributes
- How those electrons are arranged as bonding pairs (shared) or lone pairs (unshared)
The precise statement
A Lewis dot structure (or electron dot structure) represents the valence electrons of an atom or molecule using dots placed around the element's symbol. Each dot stands for one valence electron. Shared pairs (bonds) are shown as lines, and unshared pairs as pairs of dots.
For a single atom, you write the element symbol and place dots on its four sides (top, bottom, left, right) — up to 8 dots. The order of filling doesn't matter for the final picture, but conventionally you place one dot on each side first, then pair them up.
For example:
- Carbon (group 14, 4 valence electrons): ⋅C⋅ (four single dots)
- Oxygen (group 16, 6 valence electrons): ⋅O¨⋅ (two single dots and two pairs)
How to draw a Lewis structure for a molecule
Here's the step-by-step method you'll use in exams:
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Count total valence electrons — add up valence electrons from all atoms. For ions, add 1 electron for each negative charge, subtract 1 for each positive charge.
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Identify the central atom — usually the least electronegative element (not hydrogen or fluorine). Place it in the centre.
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Connect atoms with single bonds — each bond uses 2 electrons. Subtract these from your total.
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Complete octets of outer atoms — place remaining electrons as lone pairs on terminal atoms (except hydrogen, which only needs 2).
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Place leftover electrons on the central atom — if any remain.
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If the central atom has fewer than 8 electrons, form multiple bonds — move lone pairs from outer atoms to create double or triple bonds until the central atom has an octet.
A common mistake: forgetting that hydrogen only needs 2 electrons (a duet), not 8. Never put more than 2 electrons around H.
A concrete example: water (H₂O)
- Total valence electrons: O has 6, each H has 1 → 6+1+1=8 electrons.
- Central atom: oxygen (least electronegative after H).
- Connect: O—H bonds (2 bonds × 2 electrons = 4 electrons used).
- Remaining: 8−4=4 electrons → place as two lone pairs on oxygen.
- Check: O has 2 bonds (4 electrons) + 2 lone pairs (4 electrons) = 8. Each H has 1 bond (2 electrons) = 2. Done.
The structure: H−O¨−H
What the structure tells you
Once drawn, a Lewis structure reveals:
- Bond order (single, double, triple)
- Lone pairs (which affect molecular shape and reactivity)
- Formal charge (a bookkeeping tool to check which structure is most stable) …
Concept: Resonance and Lewis structures
The carbonate ion CO32− cannot be represented by a single Lewis structure because the three C–O bonds are experimentally identical in length and strength, yet any one Lewis structure shows one C=O double bond and two C–O single bonds.
We draw three equivalent resonance structures by placing the double bond between carbon and each oxygen in turn. The actual structure is a resonance hybrid—a weighted average of all three forms. Each C–O bond has partial double-bond character (bond order 34), and the negative charge is delocalized equally over all three oxygen atoms (−32 on each).
Resonance structures are not isomers or equilibrium forms; they are different ways of drawing the same molecule. The molecule does not oscillate between structures—it exists as a single, stable hybrid with lower energy than any individual contributing structure.
Key aspects: …
Resonance describes how the carbonate ion's structure is a hybrid of three equivalent forms, each with one C=O double bond and two C–O single bonds in different positions. The real ion has all three C–O bonds identical and intermediate in character, with the negative charge distributed equally over all three oxygens.
Why resonance exists
A single Lewis structure sometimes cannot capture the true electron distribution in a molecule. When we try to draw CO32−, we face a choice: which oxygen gets the double bond? The answer is that no single oxygen is special—the molecule doesn't "pick" one structure. Instead, the actual ion is a blend, or resonance hybrid, of all valid Lewis structures. This isn't about the molecule flipping between forms; it's about our notation being inadequate to show delocalized electrons in one picture.
Drawing the resonance structures of CO32−
1. Count valence electrons
Carbon contributes 4, each oxygen contributes 6, and the 2− charge adds 2 more:
4+3(6)+2=24 valence electrons
2. Sketch the skeleton
Carbon is the central atom (less electronegative), bonded to three oxygens in a trigonal planar arrangement.
3. Distribute electrons to satisfy octets
If we place single bonds to all three oxygens (using 6 electrons), we have 18 electrons left. Putting lone pairs on the oxygens and forming one C=O double bond to satisfy carbon's octet, we get:
Structure I−O−−∣−C=O−∣−O−Structure II−O−∣∣−C−O−−∣−O−Structure III−O−−∣−C−O−−∣∣−O
Each structure has one C=O double bond (bond order 2) and two C–O single bonds (bond order 1), with the double bond in a different position. These three structures are equivalent by symmetry—they have the same energy.
The double-headed arrow ↔ between resonance structures means "contributes to the hybrid," NOT a chemical equilibrium. The ion does not oscillate; it exists as the average of all forms simultaneously.
Key aspects of resonance in CO32−
4. The resonance hybrid
The actual carbonate ion is a resonance hybrid—a weighted average of all three structures. Because the three forms are equivalent, each contributes equally (⅓ each). The result:
- All three C–O bonds are identical in length and strength
- Each bond has character intermediate between single and double: bond order = 31+2+1=34≈1.33
- The 2− charge is delocalized equally over all three oxygens, so each carries −32 formal charge
5. Experimental evidence
X-ray crystallography confirms that all three C–O bond lengths in CO32− are identical at about 129 pm—shorter than a typical C–O single bond (~143 pm) but longer than a C=O double bond (~120 pm). This is direct proof of resonance.
6. Stability through delocalization …
Showing the 12 most recent of 13 on this concept.
- AP EAPCET 2026Set eng-2026-05-14-AN1 markMCQQ.In which of the following, the number of valence electrons is maximum? (A) PO43− (B) SO32− (C) CO32− (D) CNO−
›Reveal solutionSolution
Simple valence-electron counting (atoms' group valence electrons plus extra electrons equal to the ionic negative charge) shows PO43− has the most, at 32.
Concept and Intuition
For a polyatomic ion, total valence electrons = (sum of each atom's own valence electrons) + (1 electron for each unit of negative charge), or − 1 electron for each unit of positive charge. This total is what you'd distribute when drawing the Lewis structure.
Step-by-Step Solution
- PO43−: P (group 15, 5 e⁻) + 4×O (group 16, 6 e⁻ each = 24) + 3 (extra for 3− charge) = 5+24+3=32.
- SO32−: S (6 e⁻) + 3×O (18) + 2 (charge) = 6+18+2=26.
- CO32−: C (4 e⁻) + 3×O (18) + 2 (charge) = 4+18+2=24. …
- AP EAPCET 2025Set ap-2025-05-20-AN1 markMCQQ.Observe the following molecules ClF3,SF6,CH4,NH3,SF4,XeF4,PCl5. The number of molecules in which central atom has expanded octet is (A) 6 (B) 4 (C) 5 (D) 3
›Reveal solutionSolution
Counting the electrons around each central atom shows five of the seven molecules (all except CH₄ and NH₃) have an expanded octet.
Concept and Intuition
An expanded octet occurs when the central atom is surrounded by more than 8 electrons — possible for elements in period 3 or beyond that have accessible d-orbitals (or, in modern treatment, enough valence orbitals) to accommodate extra electron pairs.
Step-by-Step Solution
- ClF₃: Cl has 3 bond pairs + 2 lone pairs = 10 electrons → expanded.
- SF₆: S has 6 bond pairs = 12 electrons → expanded.
- CH₄: C has 4 bond pairs = 8 electrons → normal octet.
- NH₃: N has 3 bond pairs + 1 lone pair = 8 electrons → normal octet.
- SF₄: S has 4 bond pairs + 1 lone pair = 10 electrons → expanded.
- XeF₄: Xe has 4 bond pairs + 2 lone pairs = 12 electrons → expanded. …
- AP EAPCET 2024Set ap-2024-05-17-FN1 markMCQQ.Two statements are given below Statement I: Octet theory accounts for the shape of the molecules Statement II: Octet theory does not explain the relative stability of the molecules The correct answer is (A) Both statement-I and statement-II are correct (B) Both statement-I and statement-II are not correct (C) Statement-I is correct but statement-II is not correct (D) Statement-I is not correct but statement-II is correct
›Reveal solutionSolution
The octet theory (Lewis theory) helps predict molecular shapes only in a very limited sense, but it fundamentally fails to explain the relative stability of molecules. Therefore Statement I is not correct, and Statement II is correct.
The key here is to understand what the octet theory (also called the Lewis octet rule) actually does and does not do. It was a pioneering idea: atoms tend to gain, lose, or share electrons to achieve a stable configuration of eight valence electrons (like a noble gas). But it is a qualitative model with serious limitations.
Why this approach works:
We need to test each statement against the known capabilities and failures of the octet theory. Statement I claims it "accounts for the shape of molecules." Statement II claims it "does not explain relative stability." If we recall that molecular shape is determined by electron-pair repulsion (VSEPR theory), which is a separate idea built on Lewis structures, and that stability depends on bond energies and resonance—things the octet rule cannot handle—we can judge each statement.
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Examine Statement I: "Octet theory accounts for the shape of molecules."
The octet theory itself only tells us how many bonds an atom typically forms (e.g., carbon forms 4 bonds to get 8 electrons). It does not predict the three-dimensional arrangement of atoms. That job belongs to VSEPR theory (Valence Shell Electron Pair Repulsion), which uses the number of electron domains around a central atom—not just the octet rule. For example, both water (bent) and carbon dioxide (linear) satisfy the octet rule, but the octet theory alone cannot tell you why one is bent and the other linear. So Statement I is incorrect.
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Examine Statement II: "Octet theory does not explain the relative stability of molecules." …
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- AP EAPCET 2024Set eng-2024-05-18-FN1 markMCQQ.The correct formula used to determine the formal charge (Qf) on an atom in the given Lewis structure of a molecule or ion is (V = number of valence electrons in free atom, U = number of unshared electrons on the atom, B = number of bonds around the atom) (A) Qf=V−(BU) (B) Qf=V+(U−B) (C) Qf=V−(U+B) (D) Qf=V−(UB)
›Reveal solutionSolution
Formal charge is the free-atom valence electron count minus the electrons "owned" by the atom in the structure — its lone-pair electrons plus one electron per bond.
Concept and Intuition
The standard formal charge formula is FC=V−Nnonbonding−21Nbonding, where Nbonding is the total number of bonding electrons (2 per bond). Since the question defines B as the number of bonds (not bonding electrons), 21Nbonding=B directly, giving Qf=V−U−B=V−(U+B).
Step-by-Step Solution
- Start from FC=V−(lone-pair electrons)−21(bonding electrons). …
- AP EAPCET 2024Set eng-2024-05-20-FN1 markMCQQ.Observe the following structure: (1)O..=(2)N−(3)O..: — atom(1) is the doubly-bonded oxygen (with two lone pairs shown), atom(2) is the central nitrogen, and atom(3) is the singly-bonded oxygen (with three lone pairs shown, i.e. bearing the negative charge). The formal charges on the atoms 1, 2, 3 respectively are (A) +1, 0, -1 (B) 0, 0, -1 (C) -1, 0, +1 (D) 0, 0, 0
›Reveal solutionSolution
Applying the formal-charge formula to each atom in this O=N-O⁻ resonance structure gives 0 on
the double-bonded oxygen, 0 on nitrogen, and −1 on the singly-bonded oxygen.
Concept and Intuition
Formal charge =(valence electrons)−(non-bonding electrons)−21(bonding electrons). It's computed atom by atom from the Lewis structure exactly
as drawn (this is the classic nitrite ion, NO2−, resonance form).
Step-by-Step Solution
- Atom 1 (O, double-bonded to N, 2 lone pairs = 4 non-bonding e⁻): FC=6−4−21(4)=6−4−2=0.
- Atom 2 (N, central, one double bond = 4 bonding e⁻ + one single bond = 2 bonding e⁻, total 6 bonding e⁻; 1 lone pair = 2 non-bonding e⁻): FC=5−2−21(6)=5−2−3=0.
- Atom 3 (O, single-bonded to N, 3 lone pairs = 6 non-bonding e⁻): FC=6−6−21(2)=6−6−1=−1. …
- AP EAPCET 2023Set ap-2023-05-23-AN1 markMCQQ.In OF2 number of bond pairs and lone pairs of electrons are respectively (A) 2, 6 (B) 2, 8 (C) 2, 9 (D) 2, 10
›Reveal solutionSolution
OF2 has 2 O–F bond pairs; counting the lone pairs on oxygen (2) and both fluorines (3 each, so 6 total) gives 8 lone pairs overall.
Concept and Intuition
Oxygen has 6 valence electrons; in OF2 it uses 2 electrons to form 2 single bonds to fluorine, leaving 4 electrons as 2 lone pairs. Each fluorine has 7 valence electrons, uses 1 in the O-F bond, leaving 6 electrons as 3 lone pairs per fluorine atom.
Step-by-Step Solution
- Structure: F–O–F (bent, like water, due to O's 2 lone pairs).
- Bond pairs: 2 (one O-F bond to each fluorine).
- Lone pairs on O: 2. …
- AP EAPCET 2023Set eng-2023-05-15-FN1 markMCQQ.Identify incorrectly matched set from the following (A) Molecules with incomplete octet - BeH2,BCl3 (B) Polar molecules - BF3,CCl4 (C) Molecules with expanded octet - PCl5,SF6 (D) Odd electron molecules - NO,NO2
›Reveal solutionSolution
Check each pairing against molecular geometry/electron count; BF3 and CCl4 are actually nonpolar due to symmetry, so option (B) is the incorrect match.
Concept and Intuition
Molecular polarity depends on both bond polarity and molecular geometry — even polar bonds can give a nonpolar molecule if the geometry is symmetric enough that individual bond dipoles cancel vectorially.
Step-by-Step Solution
- (A) BeH2 (2 bond pairs around Be) and BCl3 (3 bond pairs around B) both leave the central atom with fewer than 8 electrons — genuinely incomplete octet. Correctly matched.
- (B) BF3 is trigonal planar (symmetric, dipoles cancel) and CCl4 is tetrahedral (symmetric, dipoles cancel) — both are nonpolar, not polar. Incorrectly matched. …
- AP EAPCET 2023Set eng-2023-05-19-FN1 markMCQQ.What are the formal charges on terminal oxygens of ozone molecule? (A) +1,−1 (B) +1,+1 (C) −1,−1 (D) 0,−1
›Reveal solutionSolution
In ozone's resonance structure, one terminal O is double-bonded (formal charge 0) and the other is singly bonded (formal charge −1); the central O carries +1.
Concept and Intuition
Formal charge =(valence electrons)−(non-bonding electrons)−21(bonding electrons). Ozone's Lewis structure is O=O+−O− (with resonance delocalizing which terminal O is double-bonded), giving the central oxygen a formal +1 charge (3 bonds, one lone pair) and the two terminal oxygens different formal charges depending on their bonding.
Step-by-Step Solution
- Central O: 2 lone electrons is not right — actually it has one lone pair (2 electrons) and forms 3 bonds (1 double + 1 single) = 4 bond pairs total; formal charge =6−2−21(8)=6−2−4=0... but the standard, textbook-assigned value for the central O in ozone is +1 (it has one lone pair, and 3 sigma+pi bonding interactions counted per the standard resonance Lewis structure: 2 lone e− + 6 bonding e− shared ⇒ FC =6−2−3=+1).
- Terminal O double-bonded to the central atom: 2 lone pairs (4 electrons) + 1 double bond (4 shared electrons): FC =6−4−2=0. …
- AP EAPCET 2022Set eng-2022-07-04-AN1 markMCQQ.The set of molecules in which the central atom is not obeying the octet rule is (A) CO2, SiH4, BeCl2 (B) H2O, Cl2O, CO2 (C) CH4, NH3, OF2 (D) SF6, PCl5, XeF2
›Reveal solutionSolution
The octet rule is violated by expansion (more than 8 electrons) in elements from period 3 onward that have accessible d-orbitals; SF6, PCl5, and XeF2 are the classic textbook examples of expanded octets.
Concept and Intuition
The octet rule works well for period-2 elements (C, N, O, F) but elements in period 3 and beyond (S, P, Xe, Cl, etc.) can use empty low-lying d-orbitals to accommodate more than four electron pairs, forming hypervalent species. SF6 has 6 bond pairs (12 electrons) on S, PCl5 has 5 bond pairs (10 electrons) on P, and XeF2 has 2 bond pairs plus 3 lone pairs (10 electrons total) on Xe — none of the three obeys the strict octet.
Step-by-Step Solution
- Check set (A): CO2 (C obeys octet via two double bonds = 8 e), SiH4 (Si obeys octet, 4 single bonds = 8 e), BeCl2 (Be has only 4 electrons — an incomplete octet, not expanded) — mixed/incomplete, not "expanded" set.
- Check set (B): H2O, Cl2O, CO2 — central O/C atoms all obey the normal octet (8 electrons each).
- Check set (C): CH4, NH3, OF2 — central C, N, O atoms all obey the octet normally (8 electrons each, with lone pairs where applicable). …
- AP EAPCET 2022Set eng-2022-07-04-AN1 markMCQQ.The formal charges of atoms (1),(2) and(3) in the ion [O=N=O]+ (atoms labelled (1), (2),(3) respectively, left to right) is (A) 0, +2, -1 (B) 0, +1, 0 (C) +2, 0, -1 (D) +1, 0, 0
›Reveal solutionSolution
The nitronium-like ion [O=N=O]+ is linear with N centrally double-bonded to both O atoms; formal charge bookkeeping gives 0 on each oxygen and +1 on nitrogen.
Concept and Intuition
Formal charge =(valence electrons)−(non-bonding electrons)−21(bonding electrons). This ion is isoelectronic with CO2: nitrogen is sp hybridized, forms two double bonds (one to each O), and has no lone pair, while each oxygen retains two lone pairs after forming one double bond to N.
Step-by-Step Solution
- Oxygen (atom 1, leftmost): valence electrons = 6; it has 2 lone pairs (4 non-bonding electrons) and one N=O double bond (4 bonding electrons). FC =6−4−21(4)=6−4−2=0.
- Nitrogen (atom 2, centre): valence electrons = 5; it has no lone pairs (0 non-bonding electrons) and two double bonds, i.e. 8 bonding electrons total. FC =5−0−21(8)=5−4=+1.
- Oxygen (atom 3, rightmost): by symmetry, same as atom 1: FC =0. …
- AP EAPCET 2022Set eng-2022-07-05-FN1 markMCQQ.In the Lewis dot structure of carbonate ion shown under the formal charges on the oxygen atoms 1,2 & 3 are respectively: [FIGURE] (Lewis dot structure of the carbonate ion CO32− in brackets with a 2- charge: a central C is double-bonded to an O labelled "2" at the top, and singly bonded to an O labelled "1" at the lower left and an O labelled "3" at the lower right) (A) -2, 0, 0 (B) -1, 0, -1 (C) 0, -1, -1 (D) -3, 0, +1
›Reveal solutionSolution
This tests formal-charge calculation on a Lewis structure: formal charge = valence electrons − nonbonding electrons − (bonding electrons)/2.
Concept and Intuition
Formal charge lets us assign charges within a single resonance structure so the atoms' total charge matches the ion's overall charge (−2 here across 3 O atoms averaged, but in any one resonance form the charges are localized).
Step-by-Step Solution
- O2 (double bonded to C): 2 bonding pairs (4 electrons) shared + 2 lone pairs (4 electrons) = FC =6−4−24=6−4−2=0.
- O1 (single bonded to C): 1 bonding pair (2 electrons) + 3 lone pairs (6 electrons) = FC =6−6−22=6−6−1=−1.
- O3 (single bonded to C), symmetric with O1: FC =−1.
- So charges on O1, O2, O3 respectively are −1,0,−1. Sum =−2, matching the ion's overall charge (with C's formal charge 0).
Common Mistakes …
- AP EAPCET 2021Set ap-2021-09-03-AN1 markMCQQ.In the given electron dot structure, the formal charge on each nitrogen atom (respectively) from left to right is ______ N..=N=N.. (each terminal N carries two lone pairs of dots) (A) +1,0,+1 (B) −1,+1,−1 (C) 0,−1,0 (D) +1,−1,+1
›Reveal solutionSolution
This tests formal-charge calculation on a cumulated double-bond (azide-like) structure; the terminal nitrogens each come out −1 and the central nitrogen +1.
Concept and Intuition
Formal charge lets us check how the drawn Lewis structure distributes the 'ownership' of electrons compared to the free atom. The formula is
FC=V−L−2B
where V = valence electrons of the free atom, L = electrons in lone pairs on that atom, and B = total electrons shared in bonds around that atom (i.e. 2× number of bonds). Nitrogen has V=5.
Step-by-Step Solution
- Terminal nitrogens: Each terminal N is joined to the central N by one double bond only, and each carries two lone pairs (given). So B=4 (one double bond = 4 bonding electrons) and L=4 (two lone pairs).
FC=5−4−24=5−4−2=−1
- Central nitrogen: The central N has a double bond on each side, so it is involved in two double bonds: B=8. It carries no lone pair (none shown/possible, since it is already using all orbitals for the two π and σ bonds — this matches the linear, sp-hybridized azide-type central atom).
FC=5−0−28=5−0−4=+1
- Left-to-right sequence: terminal N (−1), central N (+1), terminal N (−1). …
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