How to draw resonance structures

What is resonance structure?

We can draw two or more Lewis structures for some molecules and polyatomic ions without changing the position of the atoms in the structure. In this case, only the electron distribution differs from one structure to another. These structures are called resonance structures or contributing structures . However, the actual molecule has an intermediate structure of these possible Lewis structures.

The first step in drawing resonance structures starts with drawing all possible Lewis structures. If it only has a Lewis structure, it will not have a resonance hybrid.

How to identify the molecules with resonance

Resonance only exists when a Lewis structure has multiple bonds and an adjacent atom with at least one lone pair. The general shape of the response is shown below. Arrows are used to indicate the displacement of electrons from one resonant structure to another.

How to draw resonance structures

How to draw resonance structures

Lewis structures

Example 1: CO 3 2- ions

Step 1

Calculate the total number of valence electrons from each atom.

Carbon atom = 4

Oxygen atoms (3 * 6) = 18

For (-2) charge = 2

** Look at the -2 charge in the last step (i.e. this molecule has two extra electrons).

step 2

If there is more than one type of atom, keep the least electronegative or metallic atom as the central atom.

Carbon is the central atom in the CO 3 2- ion        How to draw resonance structures - 2

step 3

Combine each atom with a single bond to the central atom by contributing an electron from each atom for the bond.

How to draw resonance structures - 3

Step 4

Count the electrons in the valence shell to see if the octet is complete.

The carbon atom needs another electron and each oxygen atom needs another electron to complete the octet.

Step 5

If not, add a few more bindings until all of the octets are full.

** Leave the unbound electrons as dots and draw a single line (-) for a single bond and two lines (=) for a double bond.

How to Draw Resonance Structures - 4

When we add a bond between the carbon atom and an oxygen atom, both the carbon atom and the oxygen atom complete the octet.

Step 6

Now consider the charge -2 (two extra electrons). Since the other oxygen atoms only have 7 electrons in their outermost shell, we can distribute these two electrons between them.

The final structure can be written as follows. How to draw resonance structures - 5

Step 7

Now we can draw the possible resonance structures as discussed in Section 1.

How to Draw Resonance Structures - 6

As above, we can draw three resonance structures for the CO 3 2- ion.

Let's take two more examples to learn how to draw resonance structures.

Example 2: O 3 molecule

We can use the same procedure outlined above to get the Lewis structure. It has the following structure and has a multiple bond and an adjacent atom with a lone pair of electrons.

How to draw resonance structures - 7

Hence, we can draw resonance structures for the O 3 molecule as follows.

How to Draw Resonance Structures - 8

Example 3: carboxylic acid

We can get the following resonance structures by following the same steps as described above. How to draw resonance structures - 9

Definitions:

Lewis structure: A simple way of showing the configuration of atoms in a molecule, showing the lone pairs of electrons and the bonds between atoms.

References:

Write resonance structures. (nd). Retrieved November 15, 2016 from here
Ch 1: resonance. (nd). Retrieved November 15, 2016 from here
A quick tutorial on drawing Lewis point structures. (nd). Retrieved November 15, 2016 from here
Bischof, M. (undated). Resonance. Retrieved November 15, 2016 from here

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