- Formal Charge


How do you calculate the formal charge of ${{O}_{3}}$ ?

Repeaters Course for NEET 2022 - 23

What are the formal charges in O 3 (ozone)?
Formal charge: the formal charge of an atom in a molecule is the charge which might exist on the atom if all bonding electrons were evenly shared. a formal charge value is equal to an atom's valence electrons deducting the number of electrons given to it. f . c . = [ total no . of valence e – in free state ] – [ total no . of non - bonding pair e – ( lone pair ) ] – 1 2 [ total no . of bonding e – ] structure of ozone: ozone has a dipole moment of 0 . 53 d and thus a polar molecule. the molecule can be described as a resonance hybrid with significant contributing structures, one with a single bond on one side and the other with a double bond. both sides have an overall bond order of 1 . 5 in this arrangement. formal charge in o 3 ( ozone): in an o 3 molecule, the formal charge on the middle oxygen atom( 2 ) is + 1 . f . c = 6 – 2 – 1 2 ( 6 ) f . c = 6 – 5 f . c = 1 in an o 3 molecule, the formal charge on the left oxygen atom( 3 ) is - 1 . f . c = 6 – 6 – 1 2 ( 2 ) f . c = 6 - 7 f . c = - 1 in an o 3 molecule, the formal charge on the right oxygen atom( 1 ) is 0 . f . c = 6 – 4 – 1 2 ( 4 ) f . c = 6 – 6 f . c = 0.

The formal charge on oxygen which is single bonded in ozone is:

Home / A Key Skill: How to Calculate Formal Charge
Bonding, Structure, and Resonance
By James Ashenhurst
- A Key Skill: How to Calculate Formal Charge
Last updated: December 13th, 2022 |
How To Calculate Formal Charge
To calculate the formal charge of an atom, we start by:
- evaluating the number of valence electrons ( VE ) the neutral atom has (e.g. 3 for boron, 4 for carbon, 5 for nitrogen, and so on). (note: this is also equivalent to the effective nuclear charge Z eff , the number of protons that an electron in the valence orbital “sees” due to screening by inner-shell electrons.)
- counting the number of non-bonded valence electrons ( NBE ) on the atom. Each lone pair counts as 2 , and each unpaired electron counts as 1.
- counting the number of bonds ( B ) to the atom, or alternatively, counting the number of bonding electrons and dividing this by 2 .
The formal charge FC is then calculated by subtracting NBE and B from VE .
FC = VE – ( NBE + B )
which is equivalent to
FC = VE – NBE – B
The calculation is pretty straightforward if all the information is given to you. However, for brevity’s sake, there are many times when lone pairs and C-H bonds are not explicitly drawn out .
So part of the trick for you will be to calculate the formal charge in situations where you have to take account of implicit lone pairs and C-H bonds.
In the article below, we’ll address many of these situations. We’ll also warn you of the situations where the calculated formal charge of an atom is not necessarily a good clue as to its reactivity , which is extremely important going forward.
Table of Contents
- Formal Charge
- Simple Examples For First-Row Elements
- Formal Charge Calculations When You Aren’t Given All The Details
- Some Classic Formal Charge Problems
- Formal Charges and Curved Arrows
Quiz Yourself!
(advanced) references and further reading, 1. formal charge.
Formal charge is a book-keeping formalism for assigning a charge to a specific atom.
To obtain the formal charge of an atom, we start by counting the number of valence electrons [ Note 1 ] for the neutral atom , and then subtract from it the number of electrons that it “ owns ” ( i.e. electrons in lone pairs, or singly-occupied orbitals ) and half of the electrons that it shares ( half the number of bonding electrons, which is equivalent to the number of bonds )
The simplest way to write the formula for formal charge ( FC) is:
- VE corresponds to the number of electrons around the neutral atom (3 for boron, 4 for carbon, 5 for nitrogen, 6 for oxygen, 7 for fluorine)
- NBE corresponds to the number of non-bonded electrons around the atom (2 for a lone pair, 1 for a singly-occupied orbital, 0 for an empty orbital)
- B is the number of bonds around the atom (equivalent to half the number of bonding electrons)
It’s called “ formal ” charge because it assumes that all bonding electrons are shared equally . It doesn’t account for electronegativity differences (i.e. dipoles).
For that reason formal charge isn’t always a good guide to where the electrons actually are in a molecule and can be an unreliable guide to reactivity. We’ll have more to say on that below .
2. Simple Examples For First-Row Elements
When all the lone pairs are drawn out for you, calculating formal charge is fairly straightforward.
Let’s work through the first example in the quiz below.
- In the hydronium ion (H 3 O) the central atom is oxygen , which has 6 valence electrons in the neutral atom
- The central atom has 2 unpaired electrons and 3 bonds
- The formal charge on oxygen is [6 – 2 – 3 = +1 ] giving us H 3 O +
See if you can fill in the rest for the examples below.
If that went well, you could try filling in the formal charges for all of the examples in this table.
It will take some getting used to formal charge , but after a period of time it will be assumed that you understand how to calculate formal charge , and that you can recognize structures where atoms will have a formal charge .
Let’s deal with some slightly trickier cases.
3. Formal Charge Calculations When You Aren’t Given All The Details
When we draw a stick figure of a person and don’t draw in their fingers, it doesn’t mean we’re drawing someone who had a bad day working with a table saw . We just assume that you could fill in the fingers if you really needed to, but you’re skipping it just to save time.
Chemical line drawings are like stick figures. They omit a lot of detail but still assume you know that certain things are there.
- With carbon, we often omit drawing hydrogens . You’re still supposed to know that they are there, and add as many hydrogens as necessary to give a full octet (or sextet, if it’s a carbocation).
- If there is a lone pair or unpaired electron on a carbon, it’s always drawn in .
One note. If we draw a stick figure, and we do draw the fingers, and took the time to only draw in only 3 , then we can safely assume that the person really does only have 3 fingers . So in the last two examples on that quiz we had to draw in the hydrogens in order for you to know that it was a carbocation, otherwise you would have to assume that it had a full octet!
Oxygen and nitrogen (and the halogens) are dealt with slightly differently.
- Bonds to hydrogen are always drawn in.
- The lone pairs that are often omitted.
- Nitrogen and oxygen will always have full octets. Always. [ Note 2 – OK, two exceptions ]
So even when the lone pairs aren’t drawn in, assume that enough are present to make a full octet . And when bonds from these atoms to hydrogen are missing , that means exactly what it seems to be: there really isn’t any hydrogen!
Try these examples:
Now see if you can put these examples together!
(Note that some of these are not stable molecules, but instead represent are resonance forms that you will encounter at various points during the course!)
4. Some Classic Formal Charge Questions
We can use the exact same formal charge formula, above, along with the rules for implicit lone pairs and hydrogens, to figure out the formal charge of atoms in some pretty exotic-looking molecules.
Here are some classic formal charge problems.
Note that although the structures might look weird, the formal charge formula remains the same.
The formal charge formula can even be applied to some fairly exotic reactive intermediates we’ll meet later in the semester.
Don’t get spooked out. Just count the electrons and the bonds, and that will lead you to the right answer.
5. Formal Charges and Curved Arrows
We use curved arrows to show the movement of electron pairs in reactions and in resonance structures. ( See post: Curved Arrows For Reactions )
For example, here is a curved arrow that shows the reaction of the hydroxide ion HO(-) with a proton (H+).
The arrow shows movement of two electrons from oxygen to form a new O–H bond .
Curved arrows are also useful for keeping track of changes in formal charge . Note that the formal charge at the initial tail of the curved arrow (the oxygen) becomes more positive (from -1 to 0) and the formal charge at the final tail (the H+) becomes more negative (from +1 to 0).
When acid is added to water, we form the hydronium ion , H 3 O + .
Here’s a quiz. See if you can draw the curved arrow going from the hydroxide ion to H 3 O+.
If you did it successfully – congratulations!
But I’m willing to bet that at least a small percentage of you drew the arrow going to the positively charged oxygen .
What’s wrong with that?
There isn’t an empty orbital on oxygen that can accept the lone pair. If you follow the logic of curved arrows, that would result in a new O–O bond, and 10 electrons on the oxygen, breaking the octet rule.
Hold on a minute, you might say. “ I thought oxygen was positively charged? I f it doesn’t react on oxygen, where is it supposed to react ?”
On the hydrogens! H 3 O+ is Brønsted acid, after all. Right?
This is a great illustration of the reason why it’s called “ formal charge”, and how formal charge not the same as electrostatic charge (a.ka. “partial charges” or “electron density”).
Formal charge is ultimately a book-keeping formalism, a little bit like assigning the “win” to one of the 5 pitchers in a baseball game. [ Note 3 ] It doesn’t take into account the fact that the electrons in the oxygen-hydrogen bond are unequally shared, with a substantial dipole.
So although we draw a “formal” charge on oxygen, the partial positive charges are all on hydrogen. Despite bearing a positive formal charge bears a partially negative electrostatic charge.
This is why bases such as HO(-) react at the H, not the oxygen.
Just to reiterate:
- Positive charges on oxygen and nitrogen do not represent an empty orbital. Assume that oxygen and nitrogen have full octets! [ Note 2 ]
- In contrast, positive charges on carbon do represent empty orbitals.
6. Halogens
Positive formal charges on halogens fall into two main categories.
We’ll often be found drawing halonium ions Cl+ , Br+, and I+ as species with six valence electrons and an empty orbital ( but never F+ – it’s a ravenous beast )
It’s OK to think of these species as bearing an empty orbital since they are large and relatively polarizable . They can distribute the positive charge over their relatively large volume.
These species can accept a lone pair of electrons from a Lewis base , resulting in a full octet.
Cl, Br, and I can also bear positive formal charges as a result of being bonded to two atoms.
It’s important to realize in these cases that the halogen bears a full octet and not an empty orbital. They will therefore not directly accept a pair of electrons from Lewis bases; it’s often the case that the atom adjacent to the halogen accepts the electrons.
7. Conclusion
If you have reached the end and did all the quizzes, you should be well prepared for all the examples of formal charge you see in the rest of the course.
- Formal charge can be calculated using the formula FC = VE – NBE – B
- Line drawings often omit lone pairs and C-H bonds. Be alert for these situations when calculating formal charges.
- Positively charged carbon has an empty orbital, but assume that positively charged nitrogen and oxygen have full octets.
- The example of the hydronium ion H 3 O+ shows the perils of relying on formal charge to understand reactivity. Pay close attention to the differences in electronegativity between atoms and draw out the dipoles to get a true sense of their reactivity.
Related Articles
- Partial Charges Give Clues About Electron Flow
- How To Use Electronegativity To Determine Electron Density (and why NOT to trust formal charge)
- How to apply electronegativity and resonance to understand reactivity
- Maybe they should call them, “Formal Wins” ?
- Common Mistakes: Formal Charges Can Mislead
Note 1. Using “valence electrons” gets you the right answer. But if you think about it, it doesn’t quite make sense. Where do positive charges come from? From the positively charged protons in the nucleus, of course!
So the “valence electrons” part of this equation is more properly thought of as a proxy for valence protons – which is another way of saying the “ effective nuclear charge” ; the charge felt by each valence electron from the nucleus, not counting the filled inner shells.
Note 2. Nitrenes are an exception. Another exception is when we want to draw bad resonance forms.
Note 3 . In baseball, every game results in a win or a loss for the team . Back in the days of Old Hoss Radborn , where complete games were the norm, a logical extension of this was to assign the win to the individual pitcher. In today’s era, with multiple relief pitchers, there are rules for determining which pitcher gets credited with the win. It’s very possible for a pitcher to get completely shelled on the mound and yet, through fortuitous circumstance, still be credited for the win. See post: Maybe They Should Call Them, “Formal Wins” ?
In the same way, oxygen is given individual credit for the charge of +1 on the hydronium ion , H 3 O+, even though the actual positive electrostatic charge is distributed among the hydrogens.
Note 4. This image from a previous incarnation of this post demonstates some relationships for the geometry of various compounds of first-row elements.
1. Valence, Oxidation Number, and Formal Charge : Three Related but Fundamentally Different Concepts Gerard Parkin Journal of Chemical Education 2006 83 (5), 791 DOI : 10.1021/ed083p791
2. Lewis structures, formal charge , and oxidation numbers: A more user-friendly approach John E. Packer and Sheila D. Woodgate Journal of Chemical Education 1991 68 (6), 456 DOI : 10.1021/ed068p456
00 General Chemistry Review
- Lewis Structures
- Ionic and Covalent Bonding
- Chemical Kinetics
- Chemical Equilibria
- Valence Electrons of the First Row Elements
- How Concepts Build Up In Org 1 ("The Pyramid")
01 Bonding, Structure, and Resonance
- How Do We Know Methane (CH4) Is Tetrahedral?
- Hybrid Orbitals and Hybridization
- How To Determine Hybridization: A Shortcut
- Orbital Hybridization And Bond Strengths
- Sigma bonds come in six varieties: Pi bonds come in one
- The Four Intermolecular Forces and How They Affect Boiling Points
- 3 Trends That Affect Boiling Points
- Introduction to Resonance
- How To Use Curved Arrows To Interchange Resonance Forms
- Evaluating Resonance Forms (1) - The Rule of Least Charges
- How To Find The Best Resonance Structure By Applying Electronegativity
- Evaluating Resonance Structures With Negative Charges
- Evaluating Resonance Structures With Positive Charge
- Exploring Resonance: Pi-Donation
- Exploring Resonance: Pi-acceptors
- In Summary: Evaluating Resonance Structures
- Drawing Resonance Structures: 3 Common Mistakes To Avoid
- Bond Hybridization Practice
- Structure and Bonding Practice Quizzes
- Resonance Structures Practice
02 Acid Base Reactions
- Introduction to Acid-Base Reactions
- Acid Base Reactions In Organic Chemistry
- The Stronger The Acid, The Weaker The Conjugate Base
- Walkthrough of Acid-Base Reactions (3) - Acidity Trends
- Five Key Factors That Influence Acidity
- Acid-Base Reactions: Introducing Ka and pKa
- How to Use a pKa Table
- The pKa Table Is Your Friend
- A Handy Rule of Thumb for Acid-Base Reactions
- Acid Base Reactions Are Fast
- pKa Values Span 60 Orders Of Magnitude
- How Protonation and Deprotonation Affect Reactivity
- Acid Base Practice Problems
03 Alkanes and Nomenclature
- Meet the (Most Important) Functional Groups
- Condensed Formulas: Deciphering What the Brackets Mean
- Hidden Hydrogens, Hidden Lone Pairs, Hidden Counterions
- Don't Be Futyl, Learn The Butyls
- Primary, Secondary, Tertiary, Quaternary In Organic Chemistry
- Branching, and Its Affect On Melting and Boiling Points
- The Many, Many Ways of Drawing Butane
- Wedge And Dash Convention For Tetrahedral Carbon
- Common Mistakes in Organic Chemistry: Pentavalent Carbon
- Table of Functional Group Priorities for Nomenclature
- Summary Sheet - Alkane Nomenclature
- Organic Chemistry IUPAC Nomenclature Demystified With A Simple Puzzle Piece Approach
- Boiling Point Quizzes
- Organic Chemistry Nomenclature Quizzes
04 Conformations and Cycloalkanes
- Staggered vs Eclipsed Conformations of Ethane
- Conformational Isomers of Propane
- Newman Projection of Butane (and Gauche Conformation)
- Introduction to Cycloalkanes (1)
- Geometric Isomers In Small Rings: Cis And Trans Cycloalkanes
- Calculation of Ring Strain In Cycloalkanes
- Cycloalkanes - Ring Strain In Cyclopropane And Cyclobutane
- Cyclohexane Conformations
- Cyclohexane Chair Conformation: An Aerial Tour
- How To Draw The Cyclohexane Chair Conformation
- The Cyclohexane Chair Flip
- The Cyclohexane Chair Flip - Energy Diagram
- Substituted Cyclohexanes - Axial vs Equatorial
- Ranking The Bulkiness Of Substituents On Cyclohexanes: "A-Values"
- The Ups and Downs of Cyclohexanes
- Cyclohexane Chair Conformation Stability: Which One Is Lower Energy?
- Fused Rings - Cis-Decalin and Trans-Decalin
- Naming Bicyclic Compounds - Fused, Bridged, and Spiro
- Bredt's Rule (And Summary of Cycloalkanes)
- Newman Projection Practice
- Cycloalkanes Practice Problems
05 A Primer On Organic Reactions
- The Most Important Question To Ask When Learning a New Reaction
- The 4 Major Classes of Reactions in Org 1
- Learning New Reactions: How Do The Electrons Move?
- How (and why) electrons flow
- The Third Most Important Question to Ask When Learning A New Reaction
- 7 Factors that stabilize negative charge in organic chemistry
- 7 Factors That Stabilize Positive Charge in Organic Chemistry
- Nucleophiles and Electrophiles
- Curved Arrows (for reactions)
- Curved Arrows (2): Initial Tails and Final Heads
- Nucleophilicity vs. Basicity
- The Three Classes of Nucleophiles
- What Makes A Good Nucleophile?
- What makes a good leaving group?
- 3 Factors That Stabilize Carbocations
- Three Factors that Destabilize Carbocations
- What's a Transition State?
- Hammond's Postulate
- Grossman's Rule
- Draw The Ugly Version First
- Learning Organic Chemistry Reactions: A Checklist (PDF)
- Introduction to Addition Reactions
- Introduction to Elimination Reactions
- Introduction to Free Radical Substitution Reactions
- Introduction to Oxidative Cleavage Reactions
06 Free Radical Reactions
- Bond Dissociation Energies = Homolytic Cleavage
- Free Radical Reactions
- 3 Factors That Stabilize Free Radicals
- What Factors Destabilize Free Radicals?
- Bond Strengths And Radical Stability
- Free Radical Initiation: Why Is "Light" Or "Heat" Required?
- Initiation, Propagation, Termination
- Monochlorination Products Of Propane, Pentane, And Other Alkanes
- Selectivity In Free Radical Reactions
- Selectivity in Free Radical Reactions: Bromination vs. Chlorination
- Halogenation At Tiffany's
- Allylic Bromination
- Bonus Topic: Allylic Rearrangements
- In Summary: Free Radicals
- Synthesis (2) - Reactions of Alkanes
- Free Radicals Practice Quizzes
07 Stereochemistry and Chirality
- Types of Isomers: Constitutional Isomers, Stereoisomers, Enantiomers, and Diastereomers
- The Single Swap Rule
- Introduction to Assigning (R) and (S): The Cahn-Ingold-Prelog Rules
- Assigning Cahn-Ingold-Prelog (CIP) Priorities (2) - The Method of Dots
- Enantiomers vs Diastereomers vs The Same? Two Methods For Solving Problems
- Assigning R/S To Newman Projections (And Converting Newman To Line Diagrams)
- How To Determine R and S Configurations On A Fischer Projection
- The Meso Trap
- Optical Rotation, Optical Activity, and Specific Rotation
- Optical Purity and Enantiomeric Excess
- What's a Racemic Mixture?
- Chiral Allenes And Chiral Axes
- On Cats, Part 4: Enantiocats
- On Cats, Part 6: Stereocenters
- Stereochemistry Practice Problems and Quizzes
08 Substitution Reactions
- Introduction to Nucleophilic Substitution Reactions
- Walkthrough of Substitution Reactions (1) - Introduction
- Two Types of Nucleophilic Substitution Reactions
- The SN2 Mechanism
- Why the SN2 Reaction Is Powerful
- The SN1 Mechanism
- The Conjugate Acid Is A Better Leaving Group
- Comparing the SN1 and SN2 Reactions
- Polar Protic? Polar Aprotic? Nonpolar? All About Solvents
- Steric Hindrance is Like a Fat Goalie
- Common Blind Spot: Intramolecular Reactions
- The Conjugate Base is Always a Stronger Nucleophile
- Substitution Practice - SN1
- Substitution Practice - SN2
09 Elimination Reactions
- Elimination Reactions (1): Introduction And The Key Pattern
- Elimination Reactions (2): The Zaitsev Rule
- Elimination Reactions Are Favored By Heat
- Two Elimination Reaction Patterns
- The E1 Reaction
- The E2 Mechanism
- E1 vs E2: Comparing the E1 and E2 Reactions
- Antiperiplanar Relationships: The E2 Reaction and Cyclohexane Rings
- Bulky Bases in Elimination Reactions
- Comparing the E1 vs SN1 Reactions
- Elimination (E1) Reactions With Rearrangements
- E1cB - Elimination (Unimolecular) Conjugate Base
- Elimination (E1) Practice Problems And Solutions
- Elimination (E2) Practice Problems and Solutions
10 Rearrangements
- Introduction to Rearrangement Reactions
- Rearrangement Reactions (1) - Hydride Shifts
- Carbocation Rearrangement Reactions (2) - Alkyl Shifts
- Pinacol Rearrangement
- The SN1, E1, and Alkene Addition Reactions All Pass Through A Carbocation Intermediate
11 SN1/SN2/E1/E2 Decision
- Identifying Where Substitution and Elimination Reactions Happen
- Deciding SN1/SN2/E1/E2 (1) - The Substrate
- Deciding SN1/SN2/E1/E2 (2) - The Nucleophile/Base
- Deciding SN1/SN2/E1/E2 (3) - The Solvent
- Deciding SN1/SN2/E1/E2 (4) - The Temperature
- Wrapup: The Quick N' Dirty Guide To SN1/SN2/E1/E2
- Alkyl Halide Reaction Map And Summary
- SN1 SN2 E1 E2 Practice Problems
12 Alkene Reactions
- E and Z Notation For Alkenes (+ Cis/Trans)
- Alkene Stability
- Addition Reactions: Elimination's Opposite
- Selective vs. Specific
- Regioselectivity In Alkene Addition Reactions
- Stereoselectivity In Alkene Addition Reactions: Syn vs Anti Addition
- Markovnikov Addition Of HCl To Alkenes
- Alkene Hydrohalogenation Mechanism And How It Explains Markovnikov's Rule
- Arrow Pushing and Alkene Addition Reactions
- Addition Pattern #1: The "Carbocation Pathway"
- Rearrangements in Alkene Addition Reactions
- Bromination of Alkenes
- Bromination of Alkenes: The Mechanism
- Alkene Addition Pattern #2: The "Three-Membered Ring" Pathway
- Hydroboration - Oxidation of Alkenes
- Hydroboration Oxidation of Alkenes Mechanism
- Alkene Addition Pattern #3: The "Concerted" Pathway
- Bromonium Ion Formation: A (Minor) Arrow-Pushing Dilemma
- A Fourth Alkene Addition Pattern - Free Radical Addition
- Alkene Reactions: Ozonolysis
- Summary: Three Key Families Of Alkene Reaction Mechanisms
- Palladium on Carbon (Pd/C) for Catalytic Hydrogenation
- OsO4 (Osmium Tetroxide) for Dihydroxylation of Alkenes
- m-CPBA (meta-chloroperoxybenzoic acid)
- Synthesis (4) - Alkene Reaction Map, Including Alkyl Halide Reactions
- Alkene Reactions Practice Problems
13 Alkyne Reactions
- Acetylides from Alkynes, And Substitution Reactions of Acetylides
- Partial Reduction of Alkynes With Lindlar's Catalyst or Na/NH3 To Obtain Cis or Trans Alkenes
- Hydroboration and Oxymercuration of Alkynes
- Alkyne Reaction Patterns - Hydrohalogenation - Carbocation Pathway
- Alkyne Halogenation: Bromination, Chlorination, and Iodination of Alkynes
- Alkyne Reactions - The "Concerted" Pathway
- Alkenes To Alkynes Via Halogenation And Elimination Reactions
- Alkynes Are A Blank Canvas
- Synthesis (5) - Reactions of Alkynes
- Alkyne Reactions Practice Problems With Answers
14 Alcohols, Epoxides and Ethers
- Alcohols - Nomenclature and Properties
- Alcohols Can Act As Acids Or Bases (And Why It Matters)
- Alcohols - Acidity and Basicity
- The Williamson Ether Synthesis
- Williamson Ether Synthesis: Planning
- Ethers From Alkenes, Tertiary Alkyl Halides and Alkoxymercuration
- Alcohols To Ethers via Acid Catalysis
- Cleavage Of Ethers With Acid
- Epoxides - The Outlier Of The Ether Family
- Opening of Epoxides With Acid
- Epoxide Ring Opening With Base
- Making Alkyl Halides From Alcohols
- Tosylates And Mesylates
- PBr3 and SOCl2
- Elimination Reactions of Alcohols
- Elimination of Alcohols To Alkenes With POCl3
- Alcohol Oxidation: "Strong" and "Weak" Oxidants
- Demystifying The Mechanisms of Alcohol Oxidations
- Intramolecular Reactions of Alcohols and Ethers
- Protecting Groups For Alcohols
- Thiols And Thioethers
- Calculating the oxidation state of a carbon
- Oxidation and Reduction in Organic Chemistry
- Oxidation Ladders
- SOCl2 Mechanism For Alcohols To Alkyl Halides: SN2 versus SNi
- Alcohol Reactions Roadmap (PDF)
- Alcohol Reaction Practice Problems
- Epoxide Reaction Quizzes
- Oxidation and Reduction Practice Quizzes
15 Organometallics
- What's An Organometallic?
- Formation of Grignard and Organolithium Reagents
- Organometallics Are Strong Bases
- Reactions of Grignard Reagents
- Protecting Groups In Grignard Reactions
- Grignard Practice Problems: Synthesis (1)
- Grignard Reactions And Synthesis (2)
- Organocuprates (Gilman Reagents): How They're Made
- Gilman Reagents (Organocuprates): What They're Used For
- The Heck, Suzuki, and Olefin Metathesis Reactions (And Why They Don't Belong In Most Introductory Organic Chemistry Courses)
- Reaction Map: Reactions of Organometallics
- Grignard Practice Problems
16 Spectroscopy
- Degrees of Unsaturation (or IHD, Index of Hydrogen Deficiency)
- Conjugation And Color (+ How Bleach Works)
- Introduction To UV-Vis Spectroscopy
- UV-Vis Spectroscopy: Absorbance of Carbonyls
- UV-Vis Spectroscopy: Practice Questions
- Bond Vibrations, Infrared Spectroscopy, and the "Ball and Spring" Model
- Infrared Spectroscopy: A Quick Primer On Interpreting Spectra
- IR Spectroscopy: 4 Practice Problems
- 1H NMR: How Many Signals?
- Homotopic, Enantiotopic, Diastereotopic
- Diastereotopic Protons in 1H NMR Spectroscopy: Examples
- C13 NMR - How Many Signals
- Liquid Gold: Pheromones In Doe Urine
- Natural Product Isolation (1) - Extraction
- Natural Product Isolation (2) - Purification Techniques, An Overview
- Structure Determination Case Study: Deer Tarsal Gland Pheromone
17 Dienes and MO Theory
- What To Expect In Organic Chemistry 2
- Are these molecules conjugated?
- Conjugation And Resonance In Organic Chemistry
- Bonding And Antibonding Pi Orbitals
- Molecular Orbitals of The Allyl Cation, Allyl Radical, and Allyl Anion
- Pi Molecular Orbitals of Butadiene
- Reactions of Dienes: 1,2 and 1,4 Addition
- Thermodynamic and Kinetic Products
- More On 1,2 and 1,4 Additions To Dienes
- s-cis and s-trans
- The Diels-Alder Reaction
- Cyclic Dienes and Dienophiles in the Diels-Alder Reaction
- Stereochemistry of the Diels-Alder Reaction
- Exo vs Endo Products In The Diels Alder: How To Tell Them Apart
- HOMO and LUMO In the Diels Alder Reaction
- Why Are Endo vs Exo Products Favored in the Diels-Alder Reaction?
- Diels-Alder Reaction: Kinetic and Thermodynamic Control
- The Retro Diels-Alder Reaction
- The Intramolecular Diels Alder Reaction
- Regiochemistry In The Diels-Alder Reaction
- The Cope and Claisen Rearrangements
- Electrocyclic Reactions
- Electrocyclic Ring Opening And Closure (2) - Six (or Eight) Pi Electrons
- Diels Alder Practice Problems
- Molecular Orbital Theory Practice
18 Aromaticity
- Introduction To Aromaticity
- Rules For Aromaticity
- Huckel's Rule: What Does 4n+2 Mean?
- Aromatic, Non-Aromatic, or Antiaromatic? Some Practice Problems
- Antiaromatic Compounds and Antiaromaticity
- The Pi Molecular Orbitals of Benzene
- The Pi Molecular Orbitals of Cyclobutadiene
- Frost Circles
- Aromaticity Practice Quizzes
19 Reactions of Aromatic Molecules
- Electrophilic Aromatic Substitution: Introduction
- Activating and Deactivating Groups In Electrophilic Aromatic Substitution
- Electrophilic Aromatic Substitution - The Mechanism
- Ortho-, Para- and Meta- Directors in Electrophilic Aromatic Substitution
- Understanding Ortho, Para, and Meta Directors
- Why are halogens ortho- para- directors?
- Disubstituted Benzenes: The Strongest Electron-Donor "Wins"
- Electrophilic Aromatic Substitutions (1) - Halogenation of Benzene
- Electrophilic Aromatic Substitutions (2) - Nitration and Sulfonation
- EAS Reactions (3) - Friedel-Crafts Acylation and Friedel-Crafts Alkylation
- Intramolecular Friedel-Crafts Reactions
- Nucleophilic Aromatic Substitution (NAS)
- Nucleophilic Aromatic Substitution (2) - The Benzyne Mechanism
- Reactions on the "Benzylic" Carbon: Bromination And Oxidation
- The Wolff-Kishner, Clemmensen, And Other Carbonyl Reductions
- More Reactions on the Aromatic Sidechain: Reduction of Nitro Groups and the Baeyer Villiger
- Aromatic Synthesis (1) - "Order Of Operations"
- Synthesis of Benzene Derivatives (2) - Polarity Reversal
- Aromatic Synthesis (3) - Sulfonyl Blocking Groups
- Birch Reduction
- Synthesis (7): Reaction Map of Benzene and Related Aromatic Compounds
- Aromatic Reactions and Synthesis Practice
- Electrophilic Aromatic Substitution Practice Problems
20 Aldehydes and Ketones
- What's The Alpha Carbon In Carbonyl Compounds?
- Nucleophilic Addition To Carbonyls
- Aldehydes and Ketones: 14 Reactions With The Same Mechanism
- Sodium Borohydride (NaBH4) Reduction of Aldehydes and Ketones
- Grignard Reagents For Addition To Aldehydes and Ketones
- Wittig Reaction
- Hydrates, Hemiacetals, and Acetals
- Imines - Properties, Formation, Reactions, and Mechanisms
- All About Enamines
- Breaking Down Carbonyl Reaction Mechanisms: Reactions of Anionic Nucleophiles (Part 2)
- Aldehydes Ketones Reaction Practice
21 Carboxylic Acid Derivatives
- Nucleophilic Acyl Substitution (With Negatively Charged Nucleophiles)
- Addition-Elimination Mechanisms With Neutral Nucleophiles (Including Acid Catalysis)
- Basic Hydrolysis of Esters - Saponification
- Transesterification
- Proton Transfer
- Fischer Esterification - Carboxylic Acid to Ester Under Acidic Conditions
- Lithium Aluminum Hydride (LiAlH4) For Reduction of Carboxylic Acid Derivatives
- LiAlH[Ot-Bu]3 For The Reduction of Acid Halides To Aldehydes
- Di-isobutyl Aluminum Hydride (DIBAL) For The Partial Reduction of Esters and Nitriles
- Amide Hydrolysis
- Thionyl Chloride (SOCl2)
- Diazomethane (CH2N2)
- Carbonyl Chemistry: Learn Six Mechanisms For the Price Of One
- Making Music With Mechanisms (PADPED)
- Carboxylic Acid Derivatives Practice Questions
22 Enols and Enolates
- Keto-Enol Tautomerism
- Enolates - Formation, Stability, and Simple Reactions
- Kinetic Versus Thermodynamic Enolates
- Aldol Addition and Condensation Reactions
- Reactions of Enols - Acid-Catalyzed Aldol, Halogenation, and Mannich Reactions
- Claisen Condensation and Dieckmann Condensation
- Decarboxylation
- The Malonic Ester and Acetoacetic Ester Synthesis
- The Robinson Annulation
- Haloform Reaction
- The Hell–Volhard–Zelinsky Reaction
- Enols and Enolates Practice Quizzes
- The Amide Functional Group: Properties, Synthesis, and Nomenclature
- Basicity of Amines And pKaH
- 5 Key Basicity Trends of Amines
- The Mesomeric Effect And Aromatic Amines
- Nucleophilicity of Amines
- Alkylation of Amines (Sucks!)
- Reductive Amination
- The Gabriel Synthesis
- Some Reactions of Azides
- The Hofmann Elimination
- The Hofmann and Curtius Rearrangements
- The Cope Elimination
- Protecting Groups for Amines - Carbamates
- The Strecker Synthesis of Amino Acids
- Introduction to Peptide Synthesis
- Reactions of Diazonium Salts: Sandmeyer and Related Reactions
- Amine Practice Questions
24 Carbohydrates
- D and L Notation For Sugars
- Pyranoses and Furanoses: Ring-Chain Tautomerism In Sugars
- What is Mutarotation?
- Reducing Sugars
- The Big Damn Post Of Carbohydrate-Related Chemistry Definitions
- The Haworth Projection
- Converting a Fischer Projection To A Haworth (And Vice Versa)
- Reactions of Sugars: Glycosylation and Protection
- The Ruff Degradation and Kiliani-Fischer Synthesis
- Isoelectric Points of Amino Acids (and How To Calculate Them)
- Carbohydrates Practice
- Amino Acid Quizzes

25 Fun and Miscellaneous
- Organic Chemistry GIFS - Resonance Forms
- Organic Chemistry and the New MCAT
- A Gallery of Some Interesting Molecules From Nature
- The Organic Chemistry Behind "The Pill"
- Maybe they should call them, "Formal Wins" ?
- Planning Organic Synthesis With "Reaction Maps"
- Organic Chemistry Is Shit
- The 8 Types of Arrows In Organic Chemistry, Explained
- The Most Annoying Exceptions in Org 1 (Part 1)
- The Most Annoying Exceptions in Org 1 (Part 2)
- Reproducibility In Organic Chemistry
- Screw Organic Chemistry, I'm Just Going To Write About Cats
- On Cats, Part 1: Conformations and Configurations
- On Cats, Part 2: Cat Line Diagrams
- The Marriage May Be Bad, But the Divorce Still Costs Money
- Why Do Organic Chemists Use Kilocalories?
- What Holds The Nucleus Together?
- 9 Nomenclature Conventions To Know
- How Reactions Are Like Music
Comment section
57 thoughts on “ a key skill: how to calculate formal charge ”.
sir the sheet posted by u is really very excellent.i m teacher of chemistry in india for pre engineering test.if u send me complete flow chart of chemistry i will great full for u
nice, concise explanation
Very good explanation.I finally understood how to calculate the formal charge,was having some trouble with it.Thanks:)
Glad you found it helpful.
thank you for excellent explanation
Glad you found it useful Peter!
The answer to the question in the post above is “carbenes” – they have two substitutents, one pair of electrons, and an empty p orbital – so a total of four electrons “to itself”, making it neutral.
thank you for collaboration of formal charge
Shouldn’t the formal charge of CH3 be -1? I was just wondering because in your example its +1 and in the chart its -1.
In the question.. its mentioned that CH3 without any lone pairs.. which means the valence would be 4 but there will not be any (2electrons) lone pairs left.. Hence it will be (4-)-(0+3)= 1
In CH3 i think FC on C should be -1 as carbon valency is 4 it has already bonded with 3 hydrogen atom one electron is left free on carbon to get bond with or share with one electron H hence, number of non bonded electrons lone pair of electrons is considered as 2. 4-(2+3) = -1. In your case if we take 0 than valency of c is not satisfied.
Great!i can use this for my exam!thanks!
Hey great explanation. I have a question though. Why is the FC commonly +/- 1? Could you give me an example when the FC is not +/- 1? Thanks.
Sure, try oxygen with no bonds and a full octet of electrons.
There are meny compounds which bears various structure among these which one is more stable or less energetic is it possible to predicu from the formal charge calculation?
If formal charges bear no resemblance to reality, what are their significance?
I hope the post doesn’t get interpreted as “formal charges have no significance”. If it does I will have to change some of the wording.
What I mean to get across is that formal charges assigned to atoms do not *always* accurately depict electron density on that atom, and one has to be careful.
In other words, formal charge and electron density are two different things and they do not always overlap.
Formal charge is a book-keeping device, where we count electrons and assign a full charge to one or more of the atoms on a molecule or ion. Electron density, on the other hand, is a measurement of where the electrons actually are (or aren’t) on a species, and those charges can be fractional or partial charges.
First of all, the charge itself is very real. The ions NH4+ , HO-, H3O+ and so on actually do bear a single charge. The thing to remember is that from a charge density perspective, that charge might be distributed over multiple atoms. Take an ion like H3O+, for example. H3O *does* bear a charge of +1,
However, if one thinks about where the electrons are in H3O+, one realizes that oxygen is more electronegative than hydrogen, and is actually “taking’ electrons from each hydrogen. If you look at an electron density map of H3O+ , one will see that the positive charge is distributed on the three hydrogens, and the oxygen actually bears a slight negative charge. There’s a nice map here.
http://chemwiki.ucdavis.edu/Physical_Chemistry/Acids_and_Bases/Aqueous_Solutions/The_hydronium_Ion
When we calculate formal charge for H3O+, we assign a charge of +1 to oxygen. This is for book keeping reasons. As a book-keeping device, it would be a royal pain to deal with fractions of charges like this. So that’s why we calculate formal charge and use it.
Sometimes it does accurately depict electron density. For example, in the hydroxide ion, HO- , the negative charge is almost all on the oxygen.
If you have a firm grasp of electronegativity then it becomes less confusing.
Does that help?
Thank you!!! this was awesome, I’m a junior in chemistry and this finally answered all my questions about formal charge :)
Glad it was helpful Haley!
Thank you very very more for the simple explanation! Unbelievably easy and saves so much time!!!!!!
This works! I would take your class with organic chemistry if you are a professor. I am taking chemistry 2 now. Organic is next. Thank you so much!
you said that non bonded electrons in carbon is 2, but how ? because i see it as only 1 because out of the 4 valence electrons in carbon, three are paired with hydrogen so it’s only 1 left
If the charge is -1, there must be an “extra” electron on carbon – this is why there’s a lone pair. If there was only one electron, it would be neutral.
what does it means if we determine a molecule with zero charge ?
It’s neutral!
I am beryllium and i got offended!!!!!!……..LOL Just kidding…….BTW, I found this article very useful.Thanks!!!!!!!!!!
AM REALLY LOST NOW ON THAT EXAMPLE OF CH3 CARBON # OF VALENCE ELECTRON=4 # OF BONDING=3 # OF UNSHARED=1
SO WHEN I CALCULATE
FORMAL CHARGE=(#OF VALENCE ELEC)+[(1/2#OF BOND)+(#OF UNSHARED)] FORMAL CHARGE=4+[(1/2*3)+1] =1.5
PLZ HELP IF AM MAKING MISTAKE
Should be 1/2 [# of bonding ELECTRONS] + # unshared. This gives you 4 – [3 – 1] = 0 for ch3 radical.
Should be for CH3(+), not the methyl radical •CH3 .
Thank u very much my exam is today and i wouldn’t pass without this information
Thanks for the easy approach. I have a problem in finding the FC on each O atom in ozone. Can you help me with that ASAP?
The FC on central atom would be +1 because [6-(2+3)] FC on O atom with coordinate bond would be: -1 because [6-(6+1)]. FC on O atom with double bond is: 0 because [6-(4+2)].
Hope I solved your question!
But when I used this formula it works. Thus #valence electrons_#lone pair__#1/2.bond pairs
Thanks for the easy approach.
This was so helpful n the best explanation about the topic…
This method is wrong For CH3 , the valence eloctron is 4 , no : of bonds is 3 and no of non bonded electrons is 1 Then by this equation
F.C= 4-(1+3) = 0 but here it is given as +1
That analysis would be accurate for the methyl radical. However it fails for the methyl carbocation.
That example referred to the carbocation. For the methyl radical, the formal charge is indeed zero.
This really helped for neutral covalent molecules. However, I’m having trouble applying this technique for molecules with an overall charge other than 0. For instance, in (ClO2)- , the formal charge of Cl should be 1. However, with your equation the charge should be 0. With the conventional equation, the charge is indeed 1.
I’d appreciate it if you replied sooner rather than later, as I do have a chemistry midterm on Friday. I’m quite confused with formal charges :)
Thanks for the study guide.
I remember learning that in the cyanide ion, the carbon is nucleophilic because the formal negative charge is on carbon, not nitrogen, despite nitrogen being more electronegative. So I think a different explanation could me more accurate, but I’m not sure how to properly address it. I better keep reading.
In cyanide ion, there are two lone pairs – one on carbon, one on nitrogen. The lone pair on carbon is more nucleophilic because it is less tightly held (the atom is less electronegative than nitrogen). On all the examples I show that are negatively charged (eg BH4(-) ) there isn’t a lone pair to complicate questions of nucleophilicity.
YOU ARE THE BEST. I GOT THE HIGHEST MARK IN MY FIRST QUIZ, AND I KNOW THAT THROUGH THIS I WILL GET THE BEST IN MIDTERM AND FINAL. I want you guys to go on youtube and follow the steps. THANK YOU VERY MUCH.
- Pingback: Come posso calcolare l’addebito formale? – GufoSaggio
It was a very great explanation! Now I have a good concept about how to find formula charge. And also i am just a grade nine student so i want to say thank you for this.
- Pingback: ¿Cómo puedo calcular el cargo formal? – ElbuhoSabio
That was the best i have seen but i have a problem with the formula,i think the side where the shared pair electrons came was suppose to be negative but then yours was positive,so am finfding it difficult to understand because the slides we were given by our lecturer shows that it was subtracted not added. i would love it when u explain it to me.
- Pingback: Como posso calcular a cobrança formal? – CorujaSabia
Hi I am extremely confused. The two formulas for calculating FC that you provided are not the same and don’t produce the same results when I tried them out.
Formal charge = [# of valence electrons] – [electrons in lone pairs + 1/2 the number of bonding electrons]
Formal Charge = [# of valence electrons on atom] – [non-bonded electrons + number of bonds].
They do not produce the same result… If I have the formula BH4, and use the first formula provided to find FC of B, I would get:
(3) – (0 + 2) = +1
Using the second formula provided:
(3) – (0+4) = -1
Aren’t these formulas supposed to produce the same results? I am quite confused and I don’t know if I missed something.
Ah. I should have been more clear. The number of bonding electrons in BH4 equals 8, since each bond has two electrons and there are 4 B-H bonds. Half of this number equals 4. This should give you the same answer. I have updated the post to make this more explicit.
Great teaching , can I know where did u studied ??
Nice simple explanation
Thank you so much sir. Finally i understood how to calculate the formal charge
I think for Quiz ID: 2310, the formal charge for the carbon in the fourth molecule should be +1 instead of -1.
Fixed. Thanks for the spot!
Your explanations and examples were clear and easy to understand. I appreciate the detailed step-by-step instructions, which made it easy to follow along and understand the concept. Thank you for taking the time to create this helpful resource
Leave a Reply
Your email address will not be published. Required fields are marked *
Save my name, email, and website in this browser for the next time I comment.
Notify me via e-mail if anyone answers my comment.
This site uses Akismet to reduce spam. Learn how your comment data is processed .

Find Study Materials for
Create Study Materials
Select your language

Formal Charge
- Formulations
- Instrumental Analysis
- Pure Substances
- Sodium Hydroxide Test
- Test for Anions
- Test for Metal Ions
- Testing for Gases
- Testing for Ions
- Acid-Base Reactions
- Acid-Base Titration
- Bond Energy Calculations
- Decomposition Reaction
- Displacement Reactions
- Electrolysis of Aqueous Solutions
- Electrolysis of Ionic Compounds
- Energy Changes
- Extraction of Aluminium
- Making Salts
- Net Ionic Equations
- Percent Composition
- Physical and Chemical Changes
- Precipitation Reaction
- Reactions of Acids
- Reactivity Series
- Redox Reactions
- Redox Titration
- Representing Chemical Reactions
- Single and Double Replacement Reactions
- Skeleton Equation
- Stoichiometric Calculations
- Stoichiometry
- Synthesis Reaction
- Types of Chemical Reactions
- History of Chemistry
- Chlorine Reactions
- Group 2 Compounds
- Group 2 Reactivity
- Ion Colours
- Nitrous Oxide
- Period 3 Elements
- Period 3 Oxides
- Periodic Table
- Periodic Trends
- Properties of Halogens
- Properties of Transition Metals
- Reactions of Halides
- Reactions of Halogens
- Redox Potential Of Transition Metals
- Shapes of Complex Ions
- Stability Constant
- Test Tube Reactions
- Transition Metal Ions in Aqueous Solution
- Transition Metals
- Variable Oxidation State of Transition Elements
- Bond Hybridization
- Bond Length
- Bonding and Elemental Properties
- Coulomb Force
- Interstitial and Substitutional Alloys
- Intramolecular Force and Potential Energy
- Lattice Energy
- Lewis Dot Diagrams
- Limitations of Lewis Dot Structure
- Naming Ionic Compounds
- Polar and Non-Polar Covalent Bonds
- Potential Energy Diagram
- Properties of Covalent Compounds
- Resonance Chemistry
- Saturated Bond
- Sigma and Pi Bonds
- Structure of Ionic Solids
- Structure of Metals and Alloys
- The Octet Rule
- Types of Chemical Bonds
- Activation Energy
- Concentration
- Energy Profile
- First Order Reaction
- Multistep Reaction
- Pre-equilibrium Approximation
- Rate Constant
- Reaction Rates
- Second Order Reactions
- Steady State Approximation
- Steady State Approximation Example
- The Change of Concentration with Time
- Zero Order Reaction
- Analytical Chemistry
- Chemistry Lab Equipment
- Lab Temperature Monitoring
- Balancing Nuclear Equations
- Carbon Dating
- Mass Energy Conversion
- Radioactive Dating
- Radioactive Isotopes
- Spontaneous Decay
- Transmutation
- Alcohol Elimination Reaction
- Aldehydes and Ketones
- Amines Basicity
- Amino Acids
- Anti-Cancer Drugs
- Aromatic Chemistry
- Aryl Halide
- Benzene Structure
- Biodegradability
- Carbon -13 NMR
- Carbonyl Group
- Carboxylic Acid Derivatives
- Carboxylic Acids
- Chlorination
- Chromatography
- Column Chromatography
- Condensation Polymers
- Cracking (Chemistry)
- Drawing Reaction Mechanisms
- Electrophilic Addition
- Electrophilic Substitution of Benzene
- Elimination Reactions
- Esterification
- Fractional Distillation
- Functional Groups
- Gas Chromatography
- Halogenation of Alcohols
- Halogenoalkanes
- Hydrogen -1 NMR
- Hydrolysis of Halogenoalkanes
- IUPAC Nomenclature
- Infrared Spectroscopy
- NMR Spectroscopy
- Natural Polymers
- Nucleophilic Substitution Reactions
- Optical Isomerism
- Organic Analysis
- Organic Chemistry Reactions
- Organic Compounds
- Organic Synthesis
- Oxidation of Alcohols
- Ozone Depletion
- Paper Chromatography
- Polymerisation Reactions
- Preparation of Amines
- Production of Ethanol
- Properties of Polymers
- Purification
- Reaction Mechanism
- Reactions of Aldehydes and Ketones
- Reactions of Alkenes
- Reactions of Benzene
- Reactions of Carboxylic Acids
- Reactions of Esters
- Structure of Organic Molecules
- Thin Layer Chromatography Practical
- Thin-Layer Chromatography
- Understanding NMR
- Uses of Amines
- Absolute Entropy and Entropy Change
- Acid Dissociation Constant
- Acid-Base Indicators
- Acid-Base Reactions and Buffers
- Acids and Bases
- Alkali Metals
- Allotropes of Carbon
- Amorphous Polymer
- Amount of Substance
- Application of Le Chatelier's Principle
- Arrhenius Equation
- Arrhenius Theory
- Atom Economy
- Atomic Structure
- Autoionization of Water
- Avogadro Constant
- Avogadro's Number and the Mole
- Beer-Lambert Law
- Bond Enthalpy
- Born Haber Cycles
- Born-Haber Cycles Calculations
- Boyle's Law
- Brønsted-Lowry Acids and Bases
- Buffer Capacity
- Buffer Solutions
- Buffers Preparation
- Calculating Enthalpy Change
- Calculating Equilibrium Constant
- Calorimetry
- Carbon Structures
- Cell Potential
- Cell Potential and Free Energy
- Chemical Calculations
- Chemical Equations
- Chemical Equilibrium
- Chemical Thermodynamics
- Closed Systems
- Colligative Properties
- Collision Theory
- Common-Ion Effect
- Composite Materials
- Composition of Mixture
- Constant Pressure Calorimetry
- Constant-Volume Calorimetry
- Coordination Compounds
- Coupling Reactions
- Covalent Bond
- Covalent Network Solid
- Crystalline Polymer
- De Broglie Wavelength
- Determining Rate Constant
- Deviation From Ideal Gas Law
- Diagonal Relationship
- Dipole Chemistry
- Dipole Moment
- Dissociation Constant
- Distillation
- Dynamic Equilibrium
- Electric Fields Chemistry
- Electrochemical Cell
- Electrochemical Series
- Electrochemistry
- Electrode Potential
- Electrolysis
- Electrolytes
- Electromagnetic Spectrum
- Electron Affinity
- Electron Configuration
- Electron Shells
- Electronegativity
- Electronic Transitions
- Elemental Analysis
- Elemental Composition of Pure Substances
- Empirical and Molecular Formula
- Endothermic and Exothermic Processes
- Energy Diagrams
- Enthalpy Changes
- Enthalpy for Phase Changes
- Enthalpy of Formation
- Enthalpy of Reaction
- Enthalpy of Solution and Hydration
- Entropy Change
- Equilibrium Concentrations
- Equilibrium Constant Kp
- Equilibrium Constants
- Examples of Covalent Bonding
- Factors Affecting Reaction Rates
- Free Energy
- Free Energy and Equilibrium
- Free Energy of Dissolution
- Free Energy of Formation
- Fundamental Particles
- Galvanic and Electrolytic Cells
- Gas Constant
- Gas Solubility
- Gay-Lussac's Law
- Giant Covalent Structures
- Graham's Law
- Ground State
- Half Equations
- Heating Curve for Water
- Heisenberg Uncertainty Principle
- Henderson-Hasselbalch Equation
- Hybrid Orbitals
- Hydrogen Bonds
- Ideal Gas Law
- Ideal and Real Gases
- Intermolecular Forces
- Introduction to Acids and Bases
- Ion and Atom Photoelectron Spectroscopy
- Ion dipole Forces
- Ionic Bonding
- Ionic Product of Water
- Ionic Solids
- Ionisation Energy
- Ions: Anions and Cations
- Kinetic Molecular Theory
- Lattice Structures
- Law of Definite Proportions
- Le Chatelier's Principle
- Lewis Acid and Bases
- London Dispersion Forces
- Magnitude of Equilibrium Constant
- Mass Spectrometry
- Mass Spectrometry of Elements
- Maxwell-Boltzmann Distribution
- Measuring EMF
- Mechanisms of Chemical Bonding
- Metallic Bonding
- Metallic Solids
- Metals Non-Metals and Metalloids
- Mixtures and Solutions
- Molar Mass Calculations
- Molecular Orbital Theory
- Molecular Solid
- Molecular Structures of Acids and Bases
- Moles and Molar Mass
- Nanoparticles
- Neutralisation Reaction
- Oxidation Number
- Partial Pressure
- Particulate Model
- Partition Coefficient
- Percentage Yield
- Periodic Table Organization
- Phase Changes
- Phase Diagram of Water
- Photoelectric Effect
- Photoelectron Spectroscopy
- Physical Properties
- Polyatomic Ions
- Polyprotic Acid Titration
- Prediction of Element Properties Based on Periodic Trends
- Pressure and Density
- Properties of Buffers
- Properties of Equilibrium Constant
- Properties of Solids
- Properties of Water
- Quantitative Electrolysis
- Quantum Energy
- Quantum Numbers
- RICE Tables
- Rate Equations
- Rate of Reaction and Temperature
- Reacting Masses
- Reaction Quotient
- Reaction Quotient and Le Chatelier's Principle
- Relative Atomic Mass
- Representations of Equilibrium
- Reversible Reaction
- SI units chemistry
- Saturated Unsaturated and Supersaturated
- Shapes of Molecules
- Shielding Effect
- Simple Molecules
- Solids Liquids and Gases
- Solubility Curve
- Solubility Equilibria
- Solubility Product
- Solubility Product Calculations
- Solutes Solvents and Solutions
- Solution Representations
- Solutions and Mixtures
- Specific Heat
- Spectroscopy
- Standard Potential
- States of Matter
- Stoichiometry in Reactions
- Strength of Intermolecular Forces
- The Laws of Thermodynamics
- The Molar Volume of a Gas
- Thermodynamically Favored
- Trends in Ionic Charge
- Trends in Ionisation Energy
- Types of Mixtures
- VSEPR Theory
- Valence Electrons
- Van der Waals Forces
- Vapor Pressure
- Water in Chemical Reactions
- Wave Mechanical Model
- Weak Acid and Base Equilibria
- Weak Acids and Bases
- Writing Chemical Formulae
- pH Curves and Titrations
- pH and Solubility
- Haber Process
- Life Cycle Assessments
- NPK Fertilisers
- Potable Water
Lerne mit deinen Freunden und bleibe auf dem richtigen Kurs mit deinen persönlichen Lernstatistiken
Nie wieder prokastinieren mit unseren Lernerinnerungen.
When molecules are formed, they don't just combine in any way they can. Structures are optimized to be as stable as possible. One way molecules do this is by keeping the electrons within the molecule as symmetrical as possible, i.e. we want as neutral of a molecule as possible.
So how do we know whether an atom is neutral inside a molecule? We use a concept called formal charge. In this article, we will be learning all about formal charge: what it is, how to calculate it, and why it's important.
- This article covers the topic of formal charge
- First, we will define what formal charge is
- Next, we will learn how to calculate the formal charge and work through some practice problems
- Then, we will learn about resonance forms and how they are related to the formal charge
- Lastly, we will reiterate why formal charge is so important
Formal Charge Explanation and its Properties
Let's start by defining formal charge.
Formal charge (FC) is the charge assigned to an atom in a molecule when we assume that electrons in all bonds are shared equally between atoms.
Formal charge ignores the concept of electronegativity . Which is the tendency for an atom/molecule to attract and share electrons unequally. For example, fluorine is very electronegative, while hydrogen is less so, so the electrons in the H-F bond will tend towards fluorine.
Here are some things to remember about formal charge:
1) Every atom can be assigned a formal charge
2) If there are multiples of the same element, they can have different formal charges
3) The formal charge is dependent on:
-The number of bonds
-The number of paired and unpaired electrons
4) Formal charges are assigned based on Lewis structures (2D structure)
When we draw a Lewis structure, we want every element to have 8 total valence electrons.
Valence electrons are the electrons that exist in the highest energy level/shell. They are the electrons that participate in bonding. Atoms want 8 total valence electrons (except H and He, which want 2), because then they would have a filled shell and neutral/low energy.
We can move around bonds and lone pairs, as long as we make sure every element has their valence shell filled. So here's the problem, how do we know how many bonds/lone pairs we should have? That's where formal charge comes in.
Formal charge helps us determine the ideal Lewis structure of a molecule. Ideally, we want every atom to have a FC of 0. This is because having a neutral charge is lower in energy, so it is the most stable state. Here's an example. Let's say you want to draw the Lewis structure for carbon dioxide, so you draw the two possible structures as shown below:

Before we discuss the formal charge, let's do a brief refresher on Lewis structures .
The lines drawn between elements represent a bond, which contains two electrons each. In example 1, you'll see the C=O bond is a double bond, meaning it contains 4 electrons.
The "dots" near our atoms represent lone pairs.
- Lone pairs are a set of valence electrons that do not participate in bonding. Because of this, they are also called non-bonding electrons.
Like I mentioned earlier, we can change the number of bonds and lone pairs so that each element has a full octet. The way we determine this number is first by finding the formal charge.
Now back to our example. Let's look at the formal charge: 1) Carbon: 0 Oxygen: 0 2) Carbon: 0 Oxygen (single): -1 Oxygen (triple): +1
Even though both have a net FC of 0, the first structure is the best option since it minimizes FC for each atom.In the "Calculating Formal Charge" section, we will go over how I got these formal charges together.
Formal Charge Formula and Equation
Now that we know what a formal charge is, let's learn how to calculate it. Here is the general formula:
$$FC=(\text{number of valence electrons})-(\text{number of lone pair electrons})-(\text{number of bonds})$$
We can look at the Lewis structure to determine the number of bonds/lone pair electrons, however, to calculate the number of valence electrons, we need to look at the periodic table.

Fig.2-The periodic table
For non-transition metals, you count from left to right, skipping over the transition metals. For example, fluorine is 7 across, so it has 7 valence electrons. The main exception to this is helium (He), which has 2 valence electrons.For transition metals, you also count from left to right. For example, vanadium (V), is 5 across, so it has 5 valence electrons
Calculating Formal Charge
Let's use our example from before to learn how we got those formal charges:
Given the diagram below, what are the formal charges for each possible Lewis structure?

Let's start with the first structure:
Counting from left to right, carbon is in the 4th column in the periodic table. This means it has 4 valence electrons. Carbon is double-bonded to each oxygen, so it has 4 bonds in total. This means:
$$FC=(4)-(0)-(4)=0$$
Now for oxygen. Oxygen is in the 6th column, so it has 6 valence electrons. It is double-bonded to carbon, so it has two total bonds. It also has 2 lone pairs (4 electrons in total).
$$FC=(6)-(4)-(2)=0$$
Now for the second structure:
For single-bond oxygen:
$$FC=(6)-(6)-(1)=-1$$
For triple-bond oxygen:
$$FC=(6)-(2)-(3)=+1$$
Let's try another problem:
Given the structures below, which is the most likely structure?

The first thing you'll probably notice is that this molecule has a charge (-1). This means that the formal charge should add up to -1.
For nitrogen: Nitrogen is in the 5th column, so it has 5 valence electrons.
$$FC=5-4-2=-1$$
For center oxygen:
$$FC=6-2-3=1$$
For right oxygen:
$$FC=6-6-1=-1$$
For nitrogen:
$$FC=5-2-3=0$$
For left oxygen:
$$FC=6-4-2=0$$
$$6-6-1=-1$$
The correct structure is the second option, since it minimizes the formal charge while keeping the net charge on the molecule, -1.
Adding Formal Charges to Resonance Forms
Sometimes when we draw Lewis structures, we may encounter resonance structures.
When two or more Lewis structures with the same arrangement of atoms and number of electrons can be written, these are called resonance structures/forms . In reality, the actual structure is an average of the different possible Lewis structures.
Molecules with the same atoms can have different orientations with different charges, but they are not resonance structures. For example: CO 2 and CO 2 - are similar, but because they have a different number of electrons, they aren't resonance structures of each other
When resonance structures have different formal charges, we can use said FC to determine the "best" structure. When we looked at CO 2 (Figure 3), we were looking at its different resonance forms, which had different formal charges. The "correct" structure is an average of the three possible forms (the third form is just the triple bond being on the opposite oxygen, so it is essentially the same as the second).
When we look at resonance structures with the same formal charge, none of the options are the "best". As an example, here are the three resonance forms of CO 3 2-

Since the bonding is basically the same, so is the formal charge. The "true" form of carbonate is an average of the three forms, where there is a 1 1/3 bond between each oxygen and carbon.
Importance of Formal Charge
Formal charge is important for several reasons. As we discussed earlier, it is helpful for determining the best Lewis structure for both resonance and non-resonance forms.
Another reason why it is important is reactivity. By calculating the formal charge, we can determine where (if any) charges are within the molecule. This helps us understand/predict the kind of reactivity the molecule will have. For example, the right oxygen in the (correct) NO 2 structure (see Figure 4) has a -1 charge, so it can either attract positively charged atoms/molecules and/or donate electrons. Without knowing where the charge is, we can't fully understand a molecule's reactivity.
We often write the formal charge of an atom underneath it, so we can see how it will react!
Formal Charge - Key takeaways
- Formal charge (FC) is the charge assigned to an atom is a molecule when we assume that electrons in all bonds are shared equally between atoms.
- Structures that have a FC of 0 for all atoms have the lowest energy
- Valence electrons are the electrons that exist in the highest energy level. They are the electrons that participate in bonding. For non-transition metals (excluding H which has 2), the number of valence electrons is equal to the number of spaces across on the periodic table when you skip the transition metals.
- The formula for formal charge is: $$FC=(\text{number of valence electrons})-(\text{number of lone pair electrons})-(\text{number of bonds})$$
- Formal charge is used to determine the best Lewis structure for a molecule. It is also important for predicting/understanding a molecule's reactivity.
Frequently Asked Questions about Formal Charge
--> how to calculate formal charge.
The formula for formal charge is:
FC=number of valence electrons-number of lone pair electrons-number of bonds
--> What is formal charge?
Formal charge (FC) is the charge assigned to an atom is a molecule when we assume that electrons in all bonds are shared equally between atoms.
--> How to find formal charge from Lewis structure?
Using the Lewis structure, we can determine the number of bonds and lone pair electrons. Subtracting that from the number of valence electrons, we get the formal charge.
--> How to assign formal charges?
We use the formula for formal charge to calculate the formal charge for each individual atom. We then write that charge beneath each atom. The net charge is written on the top right of the molecule.
--> How to draw Lewis structures with formal charges ?
Formal charges tell us which Lewis structure is the ideal structure. Whichever Lewis structure has its formal charges closest to zero is the correct structure.
Final Formal Charge Quiz
Why do electrons in bonds get divided by two when counting towards formal charge?
Show answer
Electrons in bonds are shared, so it's assumed on average each atom only has one at a time
Show question
If hydrogen has 1 bond, what is its formal charge?
0, hydrogen almost always only forms one bond and thus almost always has a formal charge of 0 in a molecule
How many resonance forms does CO2 have?
How do you find the number of electrons in a valence shell of an atom?
Looking at a periodic table to find the element and seeing what group it's in
If a carbon atom has 2 bonds and 2 electrons in a molecule, what is its formal charge?
Are molecules with the same structure but with a different amount of electrons resonance structures?
No, a different number of electrons means it's a totally different molecule
Why are formal charges typically assigned after looking at a molecule in a Lewis structure?
Using a Lewis structure allows us to find the number of bonds and lone pairs an atom will have
True or false: If two or more oxygen atoms are in a molecule, they must have the same formal charge
False! No two or more of the same element must have the same formal charge in a molecule
True or false: Formal charge can be used to determine the most commonly occurring form of a molecule?
True! This is why assigning formal charge in Lewis structures is so important
If a chlorine atom has 4 bonds and 2 lone pairs, what is its formal charge?
What is formal charge?
Formal charge (FC) is the charge assigned to an atom is a molecule when we assume that electrons in all bonds are shared equally between atoms.
Which of the following is NOT true about formal charge?
If there are multiples of the same element, they will have the same formal charge
What are valence electrons?
Valence electrons are the electrons that exist in the highest energy level/shell. They are the electrons that participate in bonding .
Which of the following are reasons why we assign a formal charge? Select all that apply
To find the best Lewis structure
What are lone pairs?
Lone pairs are a set of valence electrons that do not participate in bonding . Because of this, they are also called non-bonding electrons.
What is the formula for formal charge?
How do we use the Lewis structure(s) to determine formal charge?
Lewis structures tell us the number of bonds and lone pair electrons
What are resonance structures?
When two or more Lewis structures with the same arrangement of atoms and number of electrons can be written, these are called the resonance structures/forms.
True or False: For resonance structures, the "true" structure is an average of all the resonance forms.
True or False: Formal charges must add up to 0
- Nuclear Chemistry
- Physical Chemistry
- Chemical Reactions
of the users don't pass the Formal Charge quiz! Will you pass the quiz?
More explanations about Ionic and Molecular Compounds
Discover the right content for your subjects, business studies, combined science, english literature, environmental science, human geography, macroeconomics, microeconomics, no need to cheat if you have everything you need to succeed packed into one app.
Be perfectly prepared on time with an individual plan.
Test your knowledge with gamified quizzes.
Create and find flashcards in record time.
Create beautiful notes faster than ever before.
Have all your study materials in one place.
Upload unlimited documents and save them online.
Study Analytics
Identify your study strength and weaknesses.
Weekly Goals
Set individual study goals and earn points reaching them.
Smart Reminders
Stop procrastinating with our study reminders.
Earn points, unlock badges and level up while studying.
Magic Marker
Create flashcards in notes completely automatically.
Smart Formatting
Create the most beautiful study materials using our templates.
Join millions of people in learning anywhere, anytime - every day
Sign up to highlight and take notes. It’s 100% free.
This is still free to read, it's not a paywall.
You need to register to keep reading, get free access to all of our study material, tailor-made.
Over 10 million students from across the world are already learning smarter.

StudySmarter bietet alles, was du für deinen Lernerfolg brauchst - in einer App!
- Anatomy & Physiology
- Astrophysics
- Earth Science
- Environmental Science
- Organic Chemistry
- Precalculus
- Trigonometry
- English Grammar
- U.S. History
- World History
... and beyond
- Socratic Meta
- Featured Answers

What are the formal charges in #"O"_3# (ozone)?

Consider the resonance structures for #"O"_3# .
Oxygen has #6# valence electrons. Look at the top left oxygen atom. It has two lone pairs ( #4# electrons) and a double bond ( #2# electrons).
Even though a double bond contains #4# electrons total and is counted as such when seeing that oxygen's octet is filled, #2# electrons belong to each oxygen and they are shared among the two.
Let's examine the top resonance structure:
Left: #6# valence #-6# assigned #=color(blue)(0# formal charge Center #6# valence #-5# assigned #=color(blue)(1# formal charge Right: #6# valence #-7# assigned #=color(blue)(-1)# formal charge
Notice that even though the atoms have varying formal charges, the overall charge of #"O"_3# is the sum of the formal charges in the molecule: #0+1+(-1)=0# .
Ions' formal charge sums are #!=0# .
Related questions
- What is formal charge?
- How can I calculate formal charge?
- Why do we need formal charges?
- What is the formal charge on each atom in the methyl carbocation?
- What is the formal charge on each atom in the tetrahydridoborate ion?
- What is the relationship between having full valence shells and formal charges?
- Do full valence shells always result in a formal charge of zero?
- What is the formal charge on each atom in #C_2H_3Cl#?
- What is the formal charge on each atom in #CO_2#?
- Why is formal charge used?
Impact of this question

Something went wrong. Wait a moment and try again.
Stack Exchange Network
Stack Exchange network consists of 181 Q&A communities including Stack Overflow , the largest, most trusted online community for developers to learn, share their knowledge, and build their careers.
Chemistry Stack Exchange is a question and answer site for scientists, academics, teachers, and students in the field of chemistry. It only takes a minute to sign up.
Q&A for work
Connect and share knowledge within a single location that is structured and easy to search.
As per Lewis structure, can oxygen molecules in ozone be interconnected with one another through covalent single bonds?
Ozone has three oxygen molecules. Since all three are the same atom, there is no difference in electronegativity. As per theory, formation of a polar covalent bond is not possible but there are two resonance equivalent structures with one single and one covalent bond.

I am adding one more detail which I found regarding this, called 'formal charge':
The formal charge of an atom in a molecule is the hypothetical charge the atom would have if we could redistribute the electrons in the bonds evenly between the atoms. Another way of saying this is that formal charge results when we take the number of valence electrons of a neutral atom, subtract the nonbonding electrons, and then subtract the number of bonds connected to that atom in the Lewis structure.
Thus, we calculate formal charge as follows: formal charge = # valence shell electrons (free atom) − lone pair electrons −1/2*( bonding electrons)
I calculated the formal charge for O1, O2, O3 and all three resulted in +1. Sum of the formal charges didn't give net charge of zero. I guess, that could be one of the explanations. If anyone can confirm, it will be helpful. I will meanwhile also search. Thanks for the help!
- lewis-structure
- $\begingroup$ For options of formatting of the posted plain text, see as inspiration SE - help - formatting . $\endgroup$ – Poutnik Jan 26 at 20:05
- $\begingroup$ The cyclic structure with three single bonds is good, as far as Lewis structures go. It is just that the real molecule does not follow it. $\endgroup$ – Ivan Neretin Jan 26 at 21:26
- $\begingroup$ chemistry.stackexchange.com/questions/22290/… $\endgroup$ – Mithoron Jan 27 at 20:26
- $\begingroup$ also chemistry.stackexchange.com/questions/128554/… chemistry.stackexchange.com/questions/51719/… $\endgroup$ – Mithoron Jan 27 at 20:27
Because reality, not theory, dominates chemistry
Ozone, by the way, has three oxygen atoms not molecules.
But while many theoretical structures are possible and look OK in different bonding theories, that isn't how chemists work out the real structure. Most bonding theories are too weak to make accurate structural predictions for many "difficult" structures.
When it was realised that benzene, for example, was a ring some proposed it was essentially the same as cyclohexatriene, with alternating double and single bonds. But observations of the crystal structure showed that, despite simple bonding theories ideas, the bond lengths were all equal. Better theories were developed to explain the actual structure.
Ozone, in some theories, could be a 3 membered ring or, indeed, a variety of other structures. But it isn't. Microwave spectroscopy show it to be a bent molecule as does the fact is has a dipole moment. That's what is is, theory be damned. The central angle is about 116° and the central oxygen has a net positive charge withe the terminal oxygens having net negative charges but bond lengths between those of a single and double bond.
There are theories that can account for this, but the predictions of simpler theories are useless. What we observe the structure to be is far more important than theory.
- $\begingroup$ Thanks, then Lewis structure is a simple theory ? Are there more complicated theories that could account for all molecule formation with better accuracy than Lewis structure? Should there be any one grand theory in place, as I read there are more elements that are not in the periodic table ? Please correct me, if I am wrong $\endgroup$ – Manikandan Chandrasekaran Jan 26 at 23:53
Your Answer
Sign up or log in, post as a guest.
Required, but never shown
By clicking “Post Your Answer”, you agree to our terms of service , privacy policy and cookie policy
Not the answer you're looking for? Browse other questions tagged lewis-structure ozone or ask your own question .
- The Overflow Blog
- Five Stack Exchange sites turned ten years old this quarter!
- Featured on Meta
- We've added a "Necessary cookies only" option to the cookie consent popup
- The Stack Exchange reputation system: What's working? What's not?
Hot Network Questions
- Is it okay for my rear derailleur to be as "compressed" as this when in the lowest gear on the bike?
- How can I sharpen oscillating tool blades?
- The consultancy company that offered me a job has delayed my start date twice (by a total of 12 weeks so far)
- Visa refused for completely made up reasons. Can anything be done?
- Language Word Checker
- Shouldn't Infinite Past be smaller than all other dates?
- How can a verifier benefit from being malicious or dishonest in a Zero Knowledge interactive proof?
- What battery chemistry is suitable for a "time capsule" applicaton?
- Is it ok to say "When we would go to a restaurant ......." instead of "When we went to a restaurant, ....."?
- Abelian categories that are not monoidal
- What exactly is potential energy?
- Does my place of birth need to match my birth certificate for applying for a US Passport?
- What page layout parameters imitate a line printer?
- expected struct `Weight`, found integer
- If batteries are arranged in series in a closed circuit (I.e. with a load, which is constant) why doesn’t the current increase when voltage does?
- Why are there black lines on my seamless texture?
- Meaning of 'all president'
- Does the Earth constantly lose mass?
- Why [\w-] can't match \w or -?
- Would lightning bolts be effective against modern military vehicles?
- Why is reinforcement learning not widely adopted as an AI tool for agents in well-known games?
- Is the USA the largest trading partner of Vietnam nowadays?
- Why does an op-amp behave differently with a diode versus resistor?
- Removing slaves digit to prevent uprising
Your privacy
By clicking “Accept all cookies”, you agree Stack Exchange can store cookies on your device and disclose information in accordance with our Cookie Policy .

IMAGES
VIDEO
COMMENTS
In order to calculate the formal charges for O3 we'll use the equationFormal charge = [# of valence electrons] - [nonbonding val electrons]
- The formal charge of the oxygen 1 is as follows. ... - The formal charge on oxygen atom 1 is zero. ... - The formal charge on oxygen atom 2 is '1'
The correct option is B 1. Formal charge (FC) = V−L−B2. Where, V = Total number of valence electrons in the atom. L = Total number of non
A formal charge value is equal to an atom's valence electrons deducting the number ... How do you calculate the formal charge of O3 class 11 chemistry CBSE.
A Key Skill: How to Calculate Formal Charge · To obtain the formal charge of an atom, we start by counting the number of valence electrons [Note
1) Every atom can be assigned a formal charge · 2) If there are multiples of the same element, they can have different formal charges · 3) The formal charge is
Explanation: ; 6 valence electrons. Look at the top left oxygen atom. It has two lone pairs ( ; 4 electrons) and a double bond ( ; 2 electrons).
Formal charge (FC) is the charge in any given Lewis dot structure that results from the assumption that all bonds are 100% covalent (equal sharing of the
I calculated the formal charge for O1, O2, O3 and all three resulted in +1. Sum of the formal charges didn't give net charge of zero.
The formal charge on oxygen is calculated as follows. Oxygen has six valence electrons (GN = 6), two unshared electrons in one lone pair (UE = 2)