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A Level · Cambridge (CIE) · 9701

Describe sigma bonds, pi bonds and planar ethene

Relate sigma and pi bonding to single, double and triple bonds, and explain planar structure around C=C.

An introduction to AS Level organic chemistry · Cambridge 9701 · 13.3

AS Level; Cambridge International Chemistry 9701, 2025–2027 syllabus. Use the published functional-group scope and nomenclature limits; draw formula and mechanism evidence with correct connectivity, electron movement and stereochemistry. Written practice is self-checked

Before you begin

  • Use covalent structures, valency, molecular formulas, lone pairs, and single, double and triple bonds.

Work on paper. Try each question before revealing help, and explain why your method works.

Quick readiness check

How many π bonds are in a carbon–carbon triple bond?

What you will learn

  • Describe sigma and pi overlap
  • Count sigma and pi bonds in multiple bonds
  • Explain planarity and restricted rotation at C=C
Hybridisation and local geometrysp · linear≈ 180°CCCtriple-bond carbonsp² · planar≈ 120°Ctrigonal planarsp³ · tetrahedral≈ 109.5°Cfour bonding regionsC=C: 1 σ + 1 πC≡C: 1 σ + 2 π
Schematic local geometry for sp linear carbon at about 180 degrees, sp² trigonal planar carbon at about 120 degrees, and sp³ tetrahedral carbon at about 109.5 degrees. A double bond contains one sigma and one pi bond; a triple bond contains one sigma and two pi bonds. Diagrams are qualitative, not to scale.

Sigma and pi bonds differ in overlap

A sigma (σ) bond forms by end-on overlap along the line joining the nuclei. Every single covalent bond is one σ bond.

A pi (π) bond forms by sideways overlap of parallel p orbitals, with electron density above and below the internuclear axis. A double bond contains one σ and one π bond; a triple bond contains one σ and two π bonds.

The π bond fixes the alkene arrangement

The sp² carbon atoms and attached atoms around a C=C lie in a plane in examples such as ethene. The π bond results from parallel p orbitals above and below this plane.

Rotation around C=C would disrupt sideways p-orbital overlap, so rotation is restricted. This planar geometry and restricted rotation help explain geometrical isomerism.

Pause and explain

Why is rotation restricted around C=C?

Put the idea to work

Worked example

Count the σ and π bonds in ethene's C=C and explain why the atoms around it are planar.

Show the worked solution
  1. The C=C double bond has one σ bond and one π bond.
  2. The two carbons are sp² and trigonal planar.
  3. Parallel p orbitals overlap sideways to make the π bond above and below the plane.

Answer Ethene's C=C contains one σ and one π bond. The sp² atoms are trigonal planar; sideways p overlap creates the π bond above and below the plane.

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From guided practice to a new situation

Write your answer and reasoning first. Use a hint only if you are stuck. The model solution is for self-checking; your written work is not automatically marked.

1 · Guided

State the sigma and pi bond count for C=C and C≡C.

Give me a hint

Use one sigma bond in each multiple bond, then count remaining pi bonds.

Compare my reasoning
  1. C=C has two total bond components.
  2. C≡C has three total bond components.
  3. Their counts are 1σ+1π and 1σ+2π.

C=C: one σ and one π; C≡C: one σ and two π.

Look for these in your work

  • Double bond count
  • Triple bond count
  • Bond types named
2 · Independent

Describe the location of π electron density in a carbon–carbon double bond.

Give me a hint

Think about sideways overlap of p orbitals.

Compare my reasoning
  1. Parallel p orbitals overlap sideways.
  2. The π density lies above and below the internuclear axis.
  3. It is distinct from the σ density along the axis.

π electron density is above and below the internuclear axis from sideways p-orbital overlap.

Look for these in your work

  • Overlap type
  • Location
  • Sigma distinction
3 · Transfer

Explain how a pi bond contributes to the planarity and restricted rotation of ethene.

Give me a hint

Connect orbital alignment, geometry and rotation.

Compare my reasoning
  1. The alkene carbons are sp² and trigonal planar.
  2. Parallel p orbitals form a π bond above and below the plane.
  3. Rotation would break this alignment, so it is restricted.

Ethene is planar around C=C because its sp² atoms and p orbitals align; rotation is restricted because it would disrupt π overlap.

Look for these in your work

  • sp² geometry
  • Pi overlap
  • Rotation link

Common mistakes

  • Counting a double bond as two π bonds
  • Saying rotation about C=C is unrestricted
  • Placing the π electron density along the internuclear axis
Recall without your notes

What can you explain now?

How many π bonds are in a carbon–carbon triple bond?

Compare with the explanation

Two

A triple bond is one σ plus two π bonds.

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Make it stick

What would be disrupted if one carbon rotated freely around a C=C bond?

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Keep learning Chemistry

Course scope and assessment

Four hundred and forty-two original lessons map the published learning outcomes across AS Chemistry Topics 1–22 and A Level Topics 23–37, with guided, independent and transfer practice and explained answers. Every numbered subject-content topic and listed outcome tag now has a mapped lesson sequence. Topic 32 maps all 12 hydroxy-compound outcome tags in 11 lessons; Topic 33 maps all 15 carboxylic-acid and derivative outcome tags in 16 lessons; Topic 34 maps all 22 nitrogen-compound outcome tags in 20 lessons; Topic 35 maps all 12 polymerisation outcome tags in 16 lessons; Topic 36 maps all four organic-synthesis outcome tags in 14 lessons; Topic 37 maps all 22 chromatography and NMR outcome tags in 18 lessons. Cambridge's 2028–2030 Version 1 syllabus states that there are no significant changes which affect teaching from the preceding edition; the routes are aligned to that edition. This is 37 of the 37 numbered subject-content topics. Full cumulative exam assessment, Paper 3 laboratory competence, Paper 5 investigation practice and human subject-teacher review remain outstanding. Written practice is self-checked and does not certify exam readiness.

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