Chemical Bonding: Question 5

Syllabus 3.1, 3.2, 3.3, 3.4, 3.5, 3.6, 3.7

Multiple choice AS 1 mark

Ethyne, C2H2\text{C}_2\text{H}_2, has the structure H–CC–H\text{H–C}{\equiv}\text{C–H}, in which the two carbon atoms are joined by a triple bond.

How many σ\sigma (sigma) bonds and how many π\pi (pi) bonds are present in one molecule of ethyne?

Choose an answer to check it, then compare with the worked solution below.

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Worked solution

Step 1: Recall how sigma and pi bonds form

A σ\sigma bond forms from the direct, “end-on” overlap of two orbitals along the axis joining the two nuclei. Every single covalent bond is a σ\sigma bond, and every multiple bond (double or triple) contains exactly one σ\sigma bond as its first component.

A π\pi bond forms from the sideways overlap of two unhybridised pp orbitals, one above and one below the internuclear axis. A double bond adds one extra π\pi bond on top of the σ\sigma bond; a triple bond adds two extra π\pi bonds on top of the σ\sigma bond.

Step 2: Identify every bond in ethyne

Ethyne, H–CC–H\text{H–C}{\equiv}\text{C–H}, contains three bonds in total:

  • Two C–H bonds (one at each end of the molecule).
  • One C≡C triple bond (between the two carbon atoms).

Step 3: Classify each bond as sigma or pi

  • Each C–H bond is a single bond, so it is one σ\sigma bond. Two C–H bonds contribute 2σ2\sigma.
  • The C≡C triple bond consists of one σ\sigma bond (from direct overlap of spsp hybrid orbitals on the two carbons) plus two π\pi bonds (from sideways overlap of two perpendicular pairs of unhybridised pp orbitals). This contributes 1σ1\sigma and 2π2\pi.

Step 4: Add up the totals

σ bonds=2C–H bonds+1C–C triple bond=3\sigma \text{ bonds} = \underbrace{2}_{\text{C–H bonds}} + \underbrace{1}_{\text{C–C triple bond}} = 3

π bonds=0C–H bonds+2C–C triple bond=2\pi \text{ bonds} = \underbrace{0}_{\text{C–H bonds}} + \underbrace{2}_{\text{C–C triple bond}} = 2

So ethyne contains 3σ3\sigma bonds and 2π2\pi bonds in total.

Why the other options are wrong

  • B (2σ2\sigma and 3π3\pi): this swaps the sigma and pi counts. A triple bond is 1σ+2π1\sigma + 2\pi, not 2σ+1π2\sigma + 1\pi, and there are two C–H σ\sigma bonds to add as well.
  • C (4σ4\sigma and 1π1\pi): this undercounts the π\pi bonds in the triple bond (only one instead of two) while overcounting the σ\sigma bonds.
  • D (5σ5\sigma and 0π0\pi): this treats every bond, including the triple bond, as if it were made only of σ\sigma bonds, ignoring the sideways pp-orbital overlap that forms π\pi bonds altogether.

Final answer

  • Ethyne contains 3σ\boxed{3\sigma} bonds and 2π\boxed{2\pi} bonds, option A.