Intuition The one core idea
A single C–C bond is a swivel joint : the two carbons can spin relative to each other, and each twist-angle is a different snapshot of the same molecule. Everything in this topic is just measuring how crowded each snapshot is and how much time the molecule spends there.
Before we can talk about "eclipsed", "gauche", or that scary E ( ϕ ) = 2 E barrier ( 1 + cos 3 ϕ ) , we must earn every single symbol. This page assumes you know nothing and builds each tool from a picture.
Ethane is two carbons stuck together, each carbon also holding some hydrogens. To understand why carbons can spin at all , we need to know the shape around each carbon .
Definition sp³ carbon — a little tripod-plus-one
A carbon in an alkane spreads its four bonds as far apart as possible in 3D, pointing to the corners of a tetrahedron (a 4-cornered pyramid). The angle between any two bonds is about 109.5° .
Picture: stand at the centre of the carbon; the four bonds shoot out like the legs of a camera tripod plus one leg straight up.
Why we need it: this fixed tetrahedral spread is why the three back-bonds can either hide behind or peek between the three front-bonds as we rotate. See Alkanes — structure and sp3 hybridisation .
Definition σ (sigma) bond — the spinnable bond
A σ bond is a bond where the shared electrons sit directly along the line joining the two atoms (a symmetric sausage around the axis).
Picture: a cylinder of electron-glue wrapped around the C–C line.
Why we need it: because the electron cloud is symmetric around the axis, you can twist one end without tearing the bond — that is exactly what makes rotation possible. (A double bond would have a second, sideways cloud that locks rotation.)
Everything hinges on one number : how far we have rotated the back carbon relative to the front one.
Definition Dihedral (torsion) angle
ϕ
Sight straight down the C–C bond so the two carbons overlap. Pick one bond on the front carbon and the nearest bond on the back carbon. The angle you sweep from one to the other is ==ϕ ==, measured in degrees.
ϕ = 0° → a front bond and a back bond point the same way (they overlap on paper).
ϕ = 60° → the back bond sits in the gap between two front bonds.
angle and not a distance?
Rotation is circular — after a full spin you return to the start. Angles are the natural language of "going round in a circle", and they let one number capture the whole motion.
Two special names for two special angles come straight from this picture:
Definition Eclipsed vs Staggered
Eclipsed (ϕ = 0° , 120° , 240° ): back bonds hide behind front bonds. Crowded.
Staggered (ϕ = 60° , 180° , 300° ): back bonds sit in the gaps . Roomy.
Picture: eclipsed = spokes lined up (a 3-pointed star); staggered = spokes offset (a clean 6-pointed star).
We cannot see ϕ from a side view; the carbons hide each other's bonds. So we invent a viewing trick.
"Energy goes up" is vague. It splits into two named discomforts , each with its own picture.
Definition Torsional strain
Extra energy when bonds (electron pairs) are forced to overlap in the eclipsed position — like poles of magnets pushed together. Present even for tiny H atoms.
Picture: two spokes stacked → their electron clouds shove apart.
Deep-dived in Hyperconjugation (the stabilising overlap that is best when staggered).
Extra energy when bulky groups (like CH 3 ) are pushed close in space and their whole electron clouds collide — van der Waals repulsion .
Picture: two tennis balls glued to spokes, bumping.
Only matters when groups are fat — that is why ethane (only H's) barely feels it but butane (two methyls) does. See Steric strain and van der Waals repulsion .
Common mistake Don't confuse the two strains
Torsional strain is about bonds lining up (any size). Steric strain is about bulky groups colliding . Staggered kills torsional strain — it does not kill steric strain if fat groups are still close (that is butane's whole story).
E = energy of a conformation
A number saying "how uncomfortable is this snapshot?" We measure it relative to the comfiest snapshot, which we set to 0 .
Unit: kJ/mol = kilojoules per mole = energy per big batch (6 × 1 0 23 ) of molecules. Just a convenient bookkeeping unit for chemical energies.
Intuition Why the cosine, of all functions?
As we spin, energy must repeat and must be smooth (no sudden jumps). The cosine is the simplest wave that is + 1 at one angle and − 1 half a turn later, oscillating gently between. It is nature's default "goes up and down and back" shape.
Picture: a smooth hill-valley-hill curve.
cos θ just reads off the height of a point moving round a circle:
cos 0° = + 1 (top / max),
cos 180° = − 1 (bottom / min).
The parent uses cos 3 ϕ — the "3 " squeezes three full hill-valley cycles into one 360° turn, matching ethane's three identical H's. That is why the formula "knows" energy repeats every 120° .
The last formula, N 2 / N 1 = e − Δ E / R T , needs three symbols.
Definition The symbols in the Boltzmann ratio
Δ E (delta E) = difference in energy between two conformers (higher minus lower).
R = 8.314 J mol − 1 K − 1 = the gas constant, a fixed conversion between temperature and energy.
T = temperature in kelvin (room temp ≈ 298 K ).
e − x = the exponential function; here it turns "how big is the energy gap compared to the thermal jiggle" into "what fraction of molecules climb into the higher state".
e − Δ E / R T and not something simpler?
Molecules get random thermal kicks. The chance of finding one up an energy hill Δ E shrinks exponentially as the hill grows or the temperature drops. Small hill or hot day → ratio near 1 (states equally full). Big hill or cold → ratio near 0 (everyone stays low). The full story is in Boltzmann distribution .
Worked example Sanity-check the exponential's behaviour
If Δ E = 0 : e 0 = 1 → the two states are equally populated. ✓ makes sense, no reason to prefer either.
If Δ E huge: e − huge → 0 → nobody sits in the high state. ✓
Why this step: testing the extremes proves the formula behaves sensibly before we trust its middle values.
delta E between conformers
Boltzmann exp gives populations
ethane and butane conformers
Test yourself — you are ready for the main note only if you can answer each without peeking.
What shape do the four bonds around an sp³ carbon make, and what angle separates them? A tetrahedron; about 109.5° between bonds.
Why can a σ (single) bond rotate but a double bond cannot? A σ bond's electron cloud is symmetric around the axis, so twisting doesn't tear it; a double bond's second (sideways) cloud locks rotation.
What does the dihedral angle ϕ measure? The angle between a front-carbon bond and the nearest back-carbon bond, viewed straight down the C–C axis.
How are the front and back carbons drawn in a Newman projection? Front = a dot with three lines to the centre; back = a circle with three lines from its rim.
At what ϕ values is a bond eclipsed vs staggered? Eclipsed at 0°, 120°, 240°; staggered at 60°, 180°, 300°.
What is the difference between torsional and steric strain? Torsional = bonds/electron pairs lined up (any size); steric = bulky groups' clouds colliding (van der Waals).
Why does a cosine appear in the ethane energy formula, and why cos 3 ϕ ? Energy repeats smoothly as we spin (cosine wave); the 3 gives three cycles per turn, matching three identical H's.
What is 1 mole and why measure energy in kJ/mol? A mole is 6 × 1 0 23 molecules; kJ/mol is energy per that standard batch — a convenient chemical unit.
In e − Δ E / R T , what do Δ E , R and T mean? Δ E = energy gap (higher minus lower); R = gas constant 8.314 J/mol·K; T = temperature in kelvin.
What happens to e − Δ E / R T when Δ E = 0 and when Δ E is huge? Equals 1 (states equally populated) when 0; approaches 0 (high state empty) when huge.
Parent topic — the main note these foundations feed.
Alkanes — structure and sp3 hybridisation — where the tetrahedral carbon comes from.
Hyperconjugation — the electronic reason staggered wins.
Steric strain and van der Waals repulsion — the "bulky groups bump" strain.
Boltzmann distribution — the origin of the population formula.
Stereochemistry — isomerism overview — how conformers relate to other isomers.
Cyclohexane conformations chair and boat — the same ideas applied to rings.