Alkane Structures and Isomers

Draw and name the C1–C4 alkanes, use their general formula, explain physical trends, and distinguish the two C4 structural isomers.

  • SEC G3 Pure Chemistry 2027
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How can two compounds have the same numbers of carbon and hydrogen atoms but different structures? Build the first four alkanes, then compare their connections rather than the way a drawing is turned on the page.

Recognise a saturated hydrocarbon

Alkanes

Alkanes are open-chain saturated hydrocarbons. They contain carbon and hydrogen only, with single bonds between the carbon atoms. “Open-chain” means the carbon skeleton contains no ring; it may be unbranched or branched.

What saturated means

A saturated hydrocarbon has no carbon–carbon multiple bonds. Methane has one carbon atom and four hydrogen atoms, so it has no carbon–carbon bond at all; it is still saturated and belongs to the alkane series.

Count atoms, then check connections

Alkanes follow CₙH₂ₙ₊₂, where n is the carbon count. This formula counts atoms; it does not specify how the carbons are connected.

When drawing an alkane, give each carbon four bonds and each hydrogen one bond. A line between two atoms represents one shared pair of electrons: a single covalent bond.

Build the C1–C4 structures

Methane, ethane and propane

Build the first three alkanes

Methane has one carbon bonded to four hydrogens. Ethane has two carbons joined by a single bond, each carrying three hydrogens. Propane has three carbons in one chain, with CH3 ends and a CH2 middle.

Scroll across the graph to read all labels.

Displayed structures of methane, ethane and propane with every atom and single bond shownDisplayed structures of methane, ethane and propane with every atom and single bond shown
Count four bonds at each carbon. In propane, the middle carbon already has two carbon neighbours, so it needs two hydrogens rather than three.
View figure data
Atoms and bonds in each displayed structure
AlkaneMolecular formulaCarbon–carbon bondsHydrogen atoms
methaneCH4none4
ethaneC2H61 single6
propaneC3H82 single8
Carbon atomsNameMolecular formulaCondensed structural formula
1MethaneCH₄CH₄
2EthaneC₂H₆CH₃-CH₃
3PropaneC₃H₈CH₃-CH₂-CH₃

For propane, n = 3 gives 2n + 2 = 8 hydrogens. Adding one carbon and two hydrogens gives the next molecular formula, C₄H₁₀.

Butane and its branched isomer

Two ways to connect four carbon atoms

Butane has a single path of four carbons, with CH3 ends and two CH2 middle groups. Methylpropane has a central CH bonded to three CH3 groups.

Scroll across the graph to read all labels.

Displayed structures of unbranched butane and branched methylpropane, each with four carbon and ten hydrogen atomsDisplayed structures of unbranched butane and branched methylpropane, each with four carbon and ten hydrogen atoms
Both structures have formula C4H10. In the branched structure the central carbon has three carbon neighbours and one hydrogen; the outer carbons each have one carbon neighbour and three hydrogens.
View figure data
Compare the formula and carbon connectivity
MoleculeMolecular formulaCarbon skeletonHydrogens on carbon groups
butaneC4H10One path of four carbonsTwo CH3 and two CH2 groups
methylpropaneC4H10Central carbon joined to three outer carbonsOne CH and three CH3 groups

Butane’s condensed formula is CH₃-CH₂-CH₂-CH₃. The branched structure can be written CH₃-CH(CH₃)-CH₃: the bracketed CH₃ is attached to the middle carbon, not added to the end.

Learn the unbranched names methane, ethane, propane and butane. The branched name, methylpropane, is supplied here to distinguish the pair. “Straight-chain” often means unbranched; a zigzag drawing can still represent an unbranched chain.

Read the physical trend

Normal Boiling Points of the First Four Alkanes

Approximate normal boiling points at one atmosphere: methane −161.5 °C, ethane −88.6 °C, propane −42.1 °C and butane −0.5 °C. Carbon count is plotted horizontally.

Scroll across the graph to read all labels.

Approximate normal boiling points at one atmosphere: methane −161.5 °C, ethane −88.6 °C, propane −42.1 °C and butane −0.5 °C. Carbon count is plotted horizontally.Approximate normal boiling points at one atmosphere: methane −161.5 °C, ethane −88.6 °C, propane −42.1 °C and butane −0.5 °C. Carbon count is plotted horizontally.
Across the unbranched C1–C4 alkanes, boiling point rises with carbon count. These are four distinct substances, not a continuous temperature curve.
Open full-size graph
View figure data
Values for Normal Boiling Points of the First Four Alkanes
Number of carbon atoms (unitless)Unbranched alkanes
1-161.5
2-88.6
3-42.1
4-0.5

The graph uses approximate normal boiling points from the NIST Chemistry WebBook for methane, ethane, propane and butane, converted to degrees Celsius and rounded. The pressure is one atmosphere.

Boiling point rises across these unbranched alkanes. Larger molecules generally have stronger intermolecular attractions, so separating the molecules requires more energy. Boiling does not break their carbon–carbon covalent bonds.

All four boiling points are below ordinary room temperature, so these substances are gases at room temperature and atmospheric pressure. For liquid members farther along the series, viscosity also generally rises with molecular size. Do not describe gaseous methane as a thick or runny liquid.

Add one CH₂ at a time to watch the formula and boiling point change along the series. Then try the alcohols with the same chain lengths.

Methane, CH₄, structural formula CH₄. It boils at −161.5 °C.

Molecular formula
CH4
General formula
CnH2n+2
Boiling point
−161.5 °C
Level
Boiling points along the series

Try this

0 of 4 done
  1. Step through the alkanes from one carbon atom to six. (not done yet)

  2. Compare an alcohol with the alkane that has the same number of carbon atoms. (not done yet)

  3. Find all the isomers of C₅H₁₂. (not done yet)

  4. Find all the alkene isomers of C₄H₈. (not done yet)

Same formula, different connectivity

Structural isomers have the same molecular formula but different structural formulae: their atoms are connected differently. Butane and methylpropane are isomers because both contain four C and ten H atoms, while their carbon skeletons differ.

Turning a drawing around, bending its layout, or writing a chain from the other end does not change which atoms are connected. It does not create another isomer.

Combustion belongs with the reactions

Study oxygen supply, products and balancing in Alkane Reactions.

Substitution belongs with the reactions

Alkane Reactions shows how UV light enables a hydrogen in methane to be replaced by chlorine.

Check the molecule, not its outline

  • A bent carbon chain is not necessarily branched. Check whether a carbon is attached to more than two other carbons.
  • A branch still counts towards the total number of carbon atoms.
  • Equal molecular formulae are necessary for isomerism, but the connectivity must also differ.

A drawing check you can use

Count carbons, give each carbon four bonds, fill the remaining bonds with hydrogen, and total the atoms. Then compare the total with CₙH₂ₙ₊₂. Finally check whether another drawing shows new connections or just a new orientation.

Apply formulae and connectivity

Modelled example 1

Identify an alkane from formula

Core

Problem

Is C₄H₁₀ an alkane? Justify your answer using the general formula.
Study the worked solution
  1. Substitute the carbon number

    Method

    Set n = 4 in CₙH₂ₙ₊₂.

    Reason

    The subscript on carbon gives the value of n.

    Working

    2n + 2 = 2(4) + 2 = 10.
  2. Compare the formula

    Method

    Compare the predicted and given hydrogen subscripts.

    Reason

    A matching molecular formula is consistent with the alkane homologous series.

    Working

    C₄H₁₀ fits CₙH₂ₙ₊₂; therefore it is an alkane.

Common misconception 2

Correct an isomer claim

Find and correct the mistake

Learner claim

Butane and methylpropane have different names, so a learner says they cannot be isomers. Correct the claim.

Compare molecular and structural formulae

Molecular formula
Structural formula

View solution step by step
  1. Compare atom counts

    Method

    Show that both compounds have molecular formula C₄H₁₀.

    Reason

    Isomers must contain the same numbers of each type of atom.

    Working

    Butane: C₄H₁₀; methylpropane: C₄H₁₀.
  2. Compare connectivity

    Method

    State that their structural formulae are different.

    Reason

    Butane is unbranched while methylpropane has a branched carbon skeleton.

    Working

    Same molecular formula + different structural formulae → structural isomers.

Guided practice 3

Draw the two C4 alkane isomers

About 6 min

Guided drawing

Draw the two structural isomers of C₄H₁₀. Name the unbranched isomer and explain why the pair are isomers.

Keep the formula while changing the carbon skeleton

Number of C4H10 structures
Why they are isomers

Hints

Hint 1: straight then branched
Start with four carbons in a row, then make a three-carbon chain with a one-carbon branch.
Hint 2: count atoms
Both drawings must contain four carbon and ten hydrogen atoms.
View solution step by step
  1. Draw and name the straight chain

    Method

    Place all four carbon atoms in one continuous chain.

    Reason

    The required unbranched name for C₄H₁₀ is butane.

    Working

    butane: CH₃-CH₂-CH₂-CH₃.
  2. Draw the branched structure

    Method

    Use a three-carbon chain with the fourth carbon attached to the middle carbon.

    Reason

    The atoms are connected differently while the molecular formula remains C₄H₁₀.

    Working

    CH₃-CH(CH₃)-CH₃; this is the branched isomer.

Balance combustion in the reaction lesson

The propane-combustion example has moved beside the combustion explanation.

Explain substitution in the reaction lesson

The chlorine-substitution example has moved beside the substitution explanation.

Try without prompts

Mind stretcher 1: Which structures form an isomer pair?Extension

Compare A: CH₃CH₂CH₃, B: CH₃CH(CH₃)CH₃ and C: CH₃CH₂CH₂CH₃. Work out each molecular formula, identify an isomer pair, and explain why the remaining compound is not an isomer of that pair. Would writing C from right to left create a fourth compound?

Show answer

A is C₃H₈; B and C are both C₄H₁₀. B and C are structural isomers: B has a branched carbon skeleton and C is unbranched. A has a different molecular formula, so it is not their isomer. Reversing C’s drawing gives the same atom connections and the same butane molecule.

Mind stretcher 2: Spot the wrong testExtension

Question: A student says: “Propane decolourises bromine water because it is a hydrocarbon.” Explain why this is wrong.

Show answer

Propane is saturated: it has no C = C double bond. Being a hydrocarbon is not enough to decolourise bromine water. In the usual test, away from UV light, propane does not decolourise it.

Check the combustion hazard

The carbon-monoxide question is now with the reaction explanation.

Practise and check

Use the Organic Chemistry topic check to practise and check your understanding.

Syllabus and review details

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