C2H2Cl2 Lewis structure

The information on this page is ✔ fact-checked.

C2H2Cl2 Lewis Structure
C2H2Cl2 Lewis structure | Image: Learnool

C2H2Cl2 (1,2-dichloroethene) has two carbon atoms, two hydrogen atoms, and two chlorine atoms.

In the C2H2Cl2 Lewis structure, there is a double bond between the two carbon atoms, and each carbon is attached with one hydrogen atom and one chlorine atom, and on each chlorine atom, there are three lone pairs.

Steps

To properly draw the C2H2Cl2 Lewis structure, follow these steps:

#1 Draw a rough sketch of the structure
#2 Next, indicate lone pairs on the atoms
#3 Indicate formal charges on the atoms, if necessary
#4 Minimize formal charges by converting lone pairs of the atoms
#5 Repeat step 4 if necessary, until all charges are minimized

Let’s break down each step in more detail.

#1 Draw a rough sketch of the structure

  • First, determine the total number of valence electrons
Periodic table | Image: Learnool

In the periodic table, carbon lies in group 14, hydrogen lies in group 1, and chlorine lies in group 17.

Hence, carbon has four valence electrons, hydrogen has one valence electron, and chlorine has seven valence electrons.

Since C2H2Cl2 has two carbon atoms, two hydrogen atoms, and two chlorine atoms, so…

Valence electrons of two carbon atoms = 4 × 2 = 8
Valence electrons of two hydrogen atoms = 1 × 2 = 2
Valence electrons of two chlorine atoms = 7 × 2 = 14

And the total valence electrons = 8 + 2 + 14 = 24

  • Second, find the total electron pairs

We have a total of 24 valence electrons. And when we divide this value by two, we get the value of total electron pairs.

Total electron pairs = total valence electrons ÷ 2

So the total electron pairs = 24 ÷ 2 = 12

  • Third, determine the central atom

Here hydrogen can not be the central atom. Because the central atom is bonded with at least two other atoms, and hydrogen has only one electron in its last shell, so it can not make more than one bond.

Now we have to choose the central atom from carbon and chlorine. Place the least electronegative atom at the center.

Since carbon is less electronegative than chlorine, assume that the central atom is carbon.

Here, there are two carbon atoms, so we can assume any one as the central atom.

Let’s assume that the central atom is left carbon.

Therefore, place carbons in the center and hydrogen and chlorine on either side.

  • And finally, draw the rough sketch
C2H2Cl2 Lewis Structure (Step 1)
Rough sketch of C2H2Cl2 Lewis structure | Image: Learnool

#2 Next, indicate lone pairs on the atoms

Here, we have a total of 12 electron pairs. And five bonds are already marked. So we have to only mark the remaining seven electron pairs as lone pairs on the sketch.

Also remember that carbon is a period 2 element, so it can not keep more than 8 electrons in its last shell. Hydrogen is a period 1 element, so it can not keep more than 2 electrons in its last shell. And chlorine is a period 3 element, so it can keep more than 8 electrons in its last shell.

Always start to mark the lone pairs from outside atoms. Here, the outside atoms are chlorines, hydrogens, and right carbon. But no need to mark on hydrogen, because each hydrogen has already two electrons.

So for each chlorine, there are three lone pairs, for right carbon, there is one lone pair, and for left carbon, there is zero lone pair because all seven electron pairs are over.

Mark the lone pairs on the sketch as follows:

C2H2Cl2 Lewis Structure (Step 2)
Lone pairs marked on C2H2Cl2 Lewis structure | Image: Learnool

#3 Indicate formal charges on the atoms, if necessary

Use the following formula to calculate the formal charges on atoms:

Formal charge = valence electrons – nonbonding electrons – ½ bonding electrons

For left carbon atom, formal charge = 4 – 0 – ½ (6) = +1

For right carbon atom, formal charge = 4 – 2 – ½ (6) = -1

For each hydrogen atom, formal charge = 1 – 0 – ½ (2) = 0

For each chlorine atom, formal charge = 7 – 6 – ½ (2) = 0

Here, both carbon atoms have charges, so mark them on the sketch as follows:

C2H2Cl2 Lewis Structure (Step 3)
Formal charges marked on C2H2Cl2 Lewis structure | Image: Learnool

The above structure is not a stable Lewis structure because both carbon atoms have charges. Therefore, reduce the charges (as below) by converting lone pairs to bonds.

#4 Minimize formal charges by converting lone pairs of the atoms

Convert a lone pair of the right carbon atom to make a new C — C bond with the left carbon atom as follows:

C2H2Cl2 Lewis Structure (Step 4)
Lone pair of right carbon is converted, and got the stable Lewis structure of C2H2Cl2 | Image: Learnool

In the above structure, you can see that the central atom (left carbon) forms an octet. The outside atoms (right carbon and chlorines) also form an octet, and both hydrogens form a duet. Hence, the octet rule and duet rule are satisfied.

Also, the above structure is more stable than the previous structures. Therefore, this structure is the stable Lewis structure of C2H2Cl2.

Next: CH2 Lewis structure

External links

Deep

Learnool.com was founded by Deep Rana, who is a mechanical engineer by profession and a blogger by passion. He has a good conceptual knowledge on different educational topics and he provides the same on this website. He loves to learn something new everyday and believes that the best utilization of free time is developing a new skill.

Leave a Comment