Explain hybridisation of carbon in ethene ethyne and ethane

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Question

Explain the hybridisation of carbon in ethane (C2H6\text{C}_2\text{H}_6), ethene (C2H4\text{C}_2\text{H}_4), and ethyne (C2H2\text{C}_2\text{H}_2). State the geometry, bond angles, and bond lengths in each case.

Solution — Step by Step

In ethane (C2H6\text{C}_2\text{H}_6), each carbon is bonded to 3 H atoms and 1 C atom — total 4 bonds, no lone pairs on carbon.

Hybridisation: sp3sp^3 — the 2s orbital mixes with all three 2p orbitals to form four equivalent sp3sp^3 hybrid orbitals.

Each sp3sp^3 orbital overlaps with one H (sigma bond), and the two carbons form a C–C sigma bond by sp3sp^3sp3sp^3 overlap.

  • Geometry: Tetrahedral around each carbon
  • Bond angle: H–C–H = 109.5°
  • C–C bond length: 154 pm (single bond, longest)
  • Bond type: Only sigma (σ\sigma) bonds

In ethene (C2H4\text{C}_2\text{H}_4), each carbon forms a double bond with the other carbon and two sigma bonds with H atoms — 3 groups around each carbon.

Hybridisation: sp2sp^2 — the 2s mixes with only TWO of the three 2p orbitals to form three sp2sp^2 hybrid orbitals. One p orbital remains unhybridised.

The three sp2sp^2 orbitals form:

  • 2 sigma bonds with H atoms
  • 1 sigma bond with the other carbon (sp2sp^2sp2sp^2 overlap)

The two unhybridised p orbitals (one on each carbon, perpendicular to the molecular plane) overlap laterally to form a pi (π\pi) bond.

  • Geometry: Trigonal planar around each carbon
  • Bond angle: H–C–H ≈ 120°
  • C=C bond length: 134 pm (shorter than single bond — pi bond pulls carbons closer)
  • Bond type: One σ\sigma + one π\pi in the C=C bond

In ethyne (C2H2\text{C}_2\text{H}_2), each carbon forms a triple bond with the other carbon and one sigma bond with H — 2 groups around each carbon.

Hybridisation: spsp — the 2s mixes with only ONE 2p orbital to form two spsp hybrid orbitals. Two p orbitals remain unhybridised.

The two spsp orbitals form:

  • 1 sigma bond with H
  • 1 sigma bond with the other carbon

The four unhybridised p orbitals (two per carbon, perpendicular to each other) form two pi bonds — creating the triple bond.

  • Geometry: Linear around each carbon
  • Bond angle: H–C–C = 180°
  • C≡C bond length: 120 pm (shortest — two pi bonds pull carbons very close)
  • Bond type: One σ\sigma + two π\pi in the C≡C bond
PropertyEthane (C2H6\text{C}_2\text{H}_6)Ethene (C2H4\text{C}_2\text{H}_4)Ethyne (C2H2\text{C}_2\text{H}_2)
Hybridisationsp3sp^3sp2sp^2spsp
GeometryTetrahedralTrigonal planarLinear
Bond angle109.5°120°180°
C–C bondSingle (154 pm)Double (134 pm)Triple (120 pm)
Pi bonds012
s-character25%33%50%

Why This Works

As we go from sp3sp^3 to sp2sp^2 to spsp, the percentage of s-character in the hybrid orbital increases: 25% → 33% → 50%. Greater s-character means the electrons are held closer to the nucleus (s orbitals are closer to nucleus than p). This results in:

  1. Shorter, stronger bonds — C≡C is shorter and stronger than C=C, which is shorter and stronger than C–C.

  2. Greater acidity of terminal H — In ethyne, the terminal C–H bond has 50% s-character, making the carbon very electronegative. The H is slightly more acidic (can be removed by strong bases). This is why ethyne reacts with sodium (forms sodium acetylide) but ethane doesn’t.

  3. Bond angles increase — More p-character in the hybrid = more p-like (90° preferred angle). More s-character pushes angles toward 180°.

Alternative Method — Count Groups, Assign Hybridisation

Quick rule: count the number of groups around the carbon (bonds + lone pairs on carbon):

  • 4 groups → sp3sp^3
  • 3 groups → sp2sp^2
  • 2 groups → spsp

For ethane C: 4 bonds, 0 lone pairs = 4 groups → sp3sp^3. For ethene C: 2 single + 1 double = 3 groups → sp2sp^2. For ethyne C: 1 single + 1 triple = 2 groups → spsp.

Common Mistake

Saying ethene has 4 bonds per carbon and should be sp3sp^3. Counting individual bond lines: C in ethene has 2 C–H bonds and 1 C=C bond. Count the double bond as ONE group (not two). So 3 groups → sp2sp^2. Similarly in ethyne: 1 C–H and 1 C≡C = 2 groups → spsp. Always count groups (sigma bonds + lone pairs), not electron pairs in pi bonds.

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