
Lewis structures, devised by Gilbert N. Lewis, visually represent electron arrangements in molecules. By depicting valence electrons as dots and bonds as lines, Lewis structures predict a molecule's shape and properties based on the octet rule. This rule states that atoms tend to achieve stability by having eight electrons in their outer shell. Lewis structures adhere to this rule, offering a clear picture of chemical bonding.
Ethyl radical (C2H5•) is a reactive chemical species with the molecular formula C2H5. It consists of two carbon atoms and five hydrogen atoms, with one unpaired electron. Ethyl radical is often encountered in organic chemistry reactions and plays a significant role in various chemical processes. It is a colorless gas and is highly reactive due to its unpaired electron.

Let's dive into drawing the Lewis structure of C2H5•:
Step 1: Identify the Central Atom: Carbon (C) is the central atom in C2H5• because it is less electronegative than hydrogen.
Step 2: Calculate Total Valence Electrons: Each carbon contributes 4 valence electrons, and each hydrogen contributes 1, giving a total of (2 × 4) + (5 × 1) = 13 valence electrons.
Step 3: Arrange Electrons Around Atoms: Connect the two carbon atoms with a single bond (line) and distribute the remaining electrons as lone pairs around the carbons and hydrogens. Place one unpaired electron on one of the carbons to indicate the radical nature.
Step 4: Fulfill the Octet Rule: Ensure each carbon atom has 8 electrons (2 lone pairs and 2 bonding pairs), and each hydrogen atom has 2 electrons (1 lone pair and 1 bonding pair). The unpaired electron on one of the carbons fulfills the octet rule.
Step 5: Check for Formal Charges: Formal charges may not be necessary as all atoms have achieved the octet rule.
The structure of ethyl radical (C2H5•) comprises two carbon atoms bonded together and five hydrogen atoms attached to them. The geometry around each carbon atom is tetrahedral due to sp3 hybridization. One of the carbon atoms has an unpaired electron, leading to a bent geometry around that carbon atom.

This theory addresses electron repulsion and the need for compounds to adopt stable forms. In C2H5•, the bonding involves the overlap of atomic orbitals to form sigma and pi bonds. The presence of an unpaired electron indicates that one of the carbon atoms has an incomplete octet, contributing to the radical nature of the molecule.
The Lewis structure suggests that C2H5• adopts a bent geometry around the carbon atom with the unpaired electron. The other carbon atom has a tetrahedral geometry due to sp3 hybridization. This geometry minimizes electron-electron repulsion, resulting in a stable configuration.
The orbitals involved and the bonds produced during the interaction of carbon and hydrogen molecules will be examined to determine the hybridization of ethyl radical. 2s, 2px, 2py, 2pz are the orbitals involved. The carbon atoms, which are the central atoms in their ground state, will have the 2s22p2 configuration in their formation.
The electron pairs in the 2s and 2p orbitals become unpaired in the excited state, and one of each pair is promoted to the unoccupied 2p orbitals. All four half-filled orbitals (one 2s and three 2p) hybridize now, resulting in the production of four sp3 hybrid orbitals.
The bond angle in C2H5• is approximately 109.5 degrees. This angle arises from the tetrahedral geometry of the molecule, where the hydrogen atoms are positioned around the carbon atoms, resulting in 109.5-degree bond angles between adjacent hydrogen atoms. The bond length in C2H5• is approximately 109 pm.
| Ethyl Radical (C2H5•) | |
| Molecular formula | C2H5• |
| Molecular shape | Bent (around the carbon with the unpaired electron); Tetrahedral (around the other carbon) |
| Polarity | Nonpolar |
| Hybridization | sp3 hybridization |
| Bond Angle | Approximately 109.5 degrees |
| Bond length | Approximately 109 pm |
To determine if a Lewis structure is polar, examine the molecular geometry and bond polarity. In the case of ethyl radical (C2H5•), the Lewis structure shows carbon atoms bonded to hydrogen atoms. C2H5• has a bent geometry around the carbon atom with the unpaired electron. Although the C-H bonds are polar, the symmetry of the molecule causes the dipole moments to cancel out, making C2H5• a nonpolar molecule.
To calculate the total bond energy of C2H5•, first, look up the bond energy for a single carbon-hydrogen (C-H) bond, which is approximately 413 kJ/mol. C2H5• has five C-H bonds, so you multiply the bond energy of one C-H bond by the number of bonds. This gives a total bond energy of 2065 kJ/mol for C2H5•. This value represents the energy required to break all the C-H bonds in one mole of C2H5• molecules.
Bond order is the number of chemical bonds between a pair of atoms. In the Lewis structure of C2H5•, each carbon-hydrogen bond is a single bond, so the bond order for each C-H bond is 1. If a molecule has resonance structures, bond order is averaged over the different structures, but C2H5• does not have resonance, so the bond order remains 1.
Electron groups in a Lewis structure include both bonding pairs (shared electrons) and lone pairs (non-bonded electrons) around an atom. In C2H5•, each carbon atom has four electron groups around it, corresponding to the four C-H bonds (four bonding pairs and no lone pairs on carbon).
In a Lewis dot structure, the dots represent valence electrons. Each dot corresponds to one valence electron of an atom. In C2H5•, carbon is surrounded by four bonding pairs (represented by lines in the Lewis structure) and each hydrogen atom is represented by one pair of dots (lone pairs) and one bonding pair with carbon. The dots help visualize how electrons are shared or paired between atoms.
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