🥼Organic Chemistry Unit 1 Review
1.7 sp3 Hybrid Orbitals and the Structure of Ethane
1.7 sp3 Hybrid Orbitals and the Structure of Ethane
Unit & Topic Study Guides
Structure and Bonding
Polar Covalent Bonds; Acids and Bases
Alkanes: Structure and Stereochemistry
Cycloalkanes: Structure and Stereochemistry
Stereochemistry at Tetrahedral Centers
An Overview of Organic Reactions
Alkenes
Alkenes
Alkynes: Intro to Organic Synthesis
Organohalides
Alkyl Halide Reactions: Substitutions & Eliminations
Mass Spec and IR Spectroscopy in Organic Chem
NMR Spectroscopy for Structure Determination
Conjugated Systems and UV Spectroscopy
Benzene and Aromaticity
Benzene: Electrophilic Aromatic Substitution
Alcohols and Phenols
Ethers, Epoxides, Thiols, and Sulfides
Aldehydes & Ketones: Nucleophilic Addition
Carboxylic Acids and Nitriles
Carboxylic Acid Derivatives: Acyl Substitution
Carbonyl Alpha–Substitution Reactions
Carbonyl Condensation Reactions
Amines and Heterocycles
Biomolecules
Biomolecules: Amino Acids & Proteins
Biomolecules
Biomolecules
Metabolic Pathways in Organic Chemistry
Organic Chemistry: Pericyclic Reactions
Structure and Bonding in Ethane
Ethane is the simplest molecule that contains a carbon-carbon bond, making it the perfect starting point for understanding how sp3 hybridization works in practice. By studying ethane, you can see how hybrid orbitals explain molecular geometry, bond strength, and the ability of single bonds to rotate.
Structure of the Ethane Molecule
Ethane () consists of two methyl groups connected by a single C-C bond, giving it a total of two carbons and six hydrogens.
Each carbon atom in ethane undergoes sp3 hybridization. This means one 2s orbital and three 2p orbitals on carbon mix together to produce four equivalent sp3 hybrid orbitals. These four orbitals point toward the corners of a tetrahedron, which minimizes electron-pair repulsion (VSEPR) and produces bond angles of approximately 109.5°.
Here's how the bonds form:
- The C-C bond results from end-on (head-to-head) overlap of one sp3 orbital from each carbon. This creates a sigma () bond.
- Each of the remaining three sp3 orbitals on each carbon overlaps with a hydrogen 1s orbital, forming six C-H sigma () bonds total.
Every bond in ethane is a sigma bond. There are no pi bonds here.

Carbon-Carbon Bonding with sp3 Orbitals
The sp3 hybridization process is what allows carbon to form four bonds instead of the two you might expect from its ground-state electron configuration (). By mixing the 2s and all three 2p orbitals, carbon gets four equivalent hybrid orbitals, each holding one electron and ready to bond.
The C-C sigma bond in ethane forms through end-on overlap of two sp3 hybrid orbitals, one from each carbon. End-on overlap is the most effective type of orbital overlap, which is why sigma bonds are strong and directional.
This same bonding pattern extends to all saturated hydrocarbons (alkanes). Any time two sp3-hybridized carbons share a single bond, the mechanism is the same: end-on sp3–sp3 overlap producing a sigma bond.

C-H vs. C-C Bonds in Ethane
All bonds in ethane are sigma bonds, but the C-H and C-C bonds differ in length and strength:
| Property | C-H Bond | C-C Bond |
|---|---|---|
| Orbital overlap | sp3 (carbon) + 1s (hydrogen) | sp3 (carbon) + sp3 (carbon) |
| Bond length | ~1.09 Å | ~1.54 Å |
| Bond dissociation energy | ~99 kcal/mol | ~83 kcal/mol |
The C-H bond is both shorter and stronger than the C-C bond. Two factors explain this:
- Atomic size: Hydrogen is much smaller than carbon, so the bonding electrons sit closer to both nuclei, resulting in a shorter bond with stronger attraction.
- Electronegativity difference: Carbon (2.5) and hydrogen (2.2) have a small electronegativity difference, which creates a slight bond polarity. The C-C bond, by contrast, is completely nonpolar since both atoms are identical. This polarity contributes modestly to C-H bond strength.
Hybridization and Bond Rotation
Carbon's ground-state electron configuration () shows only two unpaired electrons in the 2p orbitals. To form four bonds, carbon promotes one 2s electron into the empty 2p orbital and then hybridizes all four orbitals into equivalent sp3 hybrids. Each sp3 orbital has 25% s character and 75% p character.
One important consequence of sigma bonding: free rotation around the C-C bond. Because a sigma bond has cylindrical symmetry along the bond axis, rotating one methyl group relative to the other doesn't break or weaken the orbital overlap. This rotation gives ethane access to different conformations (staggered, eclipsed, and everything in between), which you'll explore further when studying conformational analysis.