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Worked Examples · Example 8.3

Q.Write the state of hybridisation of carbon in the following compounds and shapes of each of the molecules.

(a) H₂C=O,
(b) CH₃F,
(c) HC≡N.
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Hybridisation follows from the number of electron domains around carbon: three domains → sp2sp^2 (trigonal planar), four domains → sp3sp^3 (tetrahedral), two domains → spsp (linear). (a) sp2sp^2, trigonal planar; (b) sp3sp^3, tetrahedral; (c) spsp, linear.

The hybridisation state of carbon tells us how its atomic orbitals mix to form new hybrid orbitals that accommodate bonds and lone pairs. The key insight is simple: count the number of electron domains (regions of electron density) around the carbon atom. Each single bond, double bond, triple bond, or lone pair counts as one domain. The number of domains dictates the hybridisation and geometry.

Electron DomainsHybridisationGeometry
2spspLinear
3sp2sp^2Trigonal planar
4sp3sp^3Tetrahedral

Now let's apply this systematically to each molecule.


(a) H₂C=O (Formaldehyde)

1. Draw the Lewis structure

Carbon forms a double bond with oxygen and single bonds with two hydrogen atoms:

H−C(=O)−H\ce{H-C(=O)-H}

2. Count electron domains around carbon

  • One C=O\ce{C=O} double bond (counts as 1 domain)
  • Two C−H\ce{C-H} single bonds (each counts as 1 domain)

Total: 3 electron domains.

3. Determine hybridisation

Three domains → sp2sp^2 hybridisation.

The carbon uses three sp2sp^2 hybrid orbitals (one for each C−H\ce{C-H} σ\sigma-bond and one for the C=O\ce{C=O} σ\sigma-bond). The unhybridised pp orbital on carbon overlaps sideways with oxygen's pp orbital to form the π\pi-bond of the double bond.

4. Molecular shape

The three electron domains arrange themselves in a trigonal planar geometry to minimise repulsion. All four atoms (two H, one C, one O) lie in the same plane, with bond angles close to 120°120°.

Note

The double bond consists of one σ\sigma-bond (from sp2sp^2 overlap) and one π\pi-bond (from pp-pp overlap). Only the σ\sigma framework determines geometry.


(b) CH₃F (Fluoromethane)

1. Draw the Lewis structure

Carbon forms single bonds with three hydrogen atoms and one fluorine atom:

H−C(−H)(−H)−F\ce{H-C(-H)(-H)-F}

2. Count electron domains around carbon

  • Three C−H\ce{C-H} single bonds (each counts as 1 domain)
  • One C−F\ce{C-F} single bond (counts as 1 domain)

Total: 4 electron domains.

3. Determine hybridisation

Four domains → sp3sp^3 hybridisation.

Carbon mixes one 2s2s and three 2p2p orbitals to form four equivalent sp3sp^3 hybrid orbitals, each forming a σ\sigma-bond with H or F.

4. Molecular shape

The four electron domains arrange in a tetrahedral geometry, with bond angles approximately 109.5°109.5°. The slight electronegativity difference between F and H causes minor distortion, but the overall shape remains tetrahedral.

Tip

Any carbon with four single bonds is sp3sp^3 hybridised and tetrahedral—this is the signature of saturated carbon in alkanes.


(c) HC≡N (Hydrogen cyanide)

1. Draw the Lewis structure

Carbon forms a single bond with hydrogen and a triple bond with nitrogen:

H−C≡N\ce{H-C#N}

2. Count electron domains around carbon

  • One C−H\ce{C-H} single bond (counts as 1 domain)
  • One C≡N\ce{C≡N} triple bond (counts as 1 domain)

Total: 2 electron domains. …

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