Alkanes

    AQA
    A-Level

    Alkanes are saturated hydrocarbons that serve as the primary constituents of crude oil and are widely utilized as fuels. This topic covers their physical separation through fractional distillation, chemical modification via cracking, combustion processes, and the free-radical substitution mechanism of chlorination.

    0
    Objectives
    4
    Exam Tips
    5
    Pitfalls
    4
    Key Terms
    8
    Mark Points

    Alkanes Revision Guide

    Quick Revision Summary (Key Takeaway)

    Alkanes are saturated hydrocarbons with the general formula CnH2n+2, containing only single C-C and C-H bonds. They are relatively unreactive due to strong C-C and C-H bonds, but undergo combustion and free-radical substitution with halogens in UV light.

    Topic Overview

    Alkanes are the simplest family of organic compounds, consisting solely of carbon and hydrogen atoms joined by single covalent bonds. They are saturated hydrocarbons, meaning they contain the maximum possible number of hydrogen atoms for a given number of carbon atoms. The general formula for alkanes is CnH2n+2, and they form a homologous series where each successive member differs by a CH2 group. Their structure is tetrahedral around each carbon atom, with bond angles of approximately 109.5°.

    Alkanes are relatively unreactive due to the high strength of the C-C and C-H bonds, which are non-polar. However, they undergo two important reactions: combustion, which is highly exothermic and makes alkanes valuable as fuels, and free-radical substitution with halogens in the presence of UV light. This latter reaction is a key mechanism in organic chemistry, illustrating how covalent bonds can break homolytically to form free radicals.

    Understanding alkanes is fundamental to organic chemistry, as it introduces concepts such as homologous series, structural isomerism, and reaction mechanisms. Alkanes also provide a basis for understanding more complex organic molecules, such as alkenes and alcohols, and their industrial importance as fuels and feedstock for the petrochemical industry.

    Key Concepts

    Core ideas you must understand for this topic

    • General formula CnH2n+2 and the concept of saturation (only single bonds).
    • Structural isomerism: compounds with the same molecular formula but different structural arrangements, e.g., butane and 2-methylpropane.
    • Non-polar nature of alkanes, leading to insolubility in water and solubility in non-polar solvents.
    • Combustion reactions: complete combustion produces CO2 and H2O; incomplete combustion produces CO or C and H2O.
    • Free-radical substitution mechanism: initiation (homolytic fission), propagation, and termination steps.

    What You Need to Demonstrate

    Key skills and knowledge for this topic

    • Definition of alkanes as saturated hydrocarbons
    • Explanation of fractional distillation of crude oil
    • Distinction between thermal and catalytic cracking conditions and products
    • Economic reasons for cracking alkanes
    • Products of complete and incomplete combustion
    • Removal of sulfur dioxide from flue gases using calcium oxide or calcium carbonate
    • Stages of free-radical substitution: initiation, propagation, and termination
    • Writing balanced equations for free-radical substitution steps

    Marking Points

    Key points examiners look for in your answers

    • Definition of alkanes as saturated hydrocarbons
    • Explanation of fractional distillation of crude oil
    • Distinction between thermal and catalytic cracking conditions and products
    • Economic reasons for cracking alkanes
    • Products of complete and incomplete combustion
    • Removal of sulfur dioxide from flue gases using calcium oxide or calcium carbonate
    • Stages of free-radical substitution: initiation, propagation, and termination
    • Writing balanced equations for free-radical substitution steps

    Examiner Tips

    Expert advice for maximising your marks

    • 💡Ensure you can clearly distinguish between the conditions for thermal and catalytic cracking.
    • 💡Practice writing the three stages of free-radical substitution for methane and chlorine.
    • 💡Be prepared to explain the environmental impact of combustion pollutants and how catalytic converters or flue gas desulfurization mitigate these.
    • 💡Remember that curly arrows are NOT required for free-radical mechanisms.
    • 💡When drawing mechanisms, always use 'fish-hook' arrows to show the movement of single electrons in homolytic fission. This is a common place to lose marks.
    • 💡For combustion equations, always balance them carefully. Remember that the general equation for complete combustion of an alkane is CnH2n+2 + (1.5n+0.5)O2 → nCO2 + (n+1)H2O.
    • 💡When asked about the reactivity of alkanes, mention the strength of the C-C and C-H bonds and the non-polar nature of the molecule. Avoid vague statements like 'they are unreactive because they are stable'.

    Common Mistakes

    Pitfalls to avoid in your exam answers

    • Confusing the conditions for thermal versus catalytic cracking
    • Failing to identify the specific steps (initiation, propagation, termination) in free-radical mechanisms
    • Omitting the dot notation for radicals in mechanisms
    • Incorrectly balancing equations for incomplete combustion
    • Misunderstanding the economic necessity for cracking long-chain alkanes
    • Misconception: Alkanes are reactive because they have many bonds. Correction: Alkanes are relatively unreactive because the C-C and C-H bonds are strong and non-polar, making them less susceptible to attack by polar reagents.
    • Misconception: Incomplete combustion only produces carbon monoxide. Correction: Incomplete combustion can also produce carbon (soot) and water, depending on the oxygen supply.
    • Misconception: Free-radical substitution always produces a single product. Correction: It often produces a mixture of products, including isomers and multiple substitution products, because radicals can react in various ways.

    Revision Plan

    How to revise this topic in 1–2 weeks

    1. 1Day 1-2: Review the structure and naming of alkanes, including the first ten members of the series and their structural isomers.
    2. 2Day 3-4: Focus on physical properties: boiling points, solubility, and trends down the series. Relate to intermolecular forces.
    3. 3Day 5-6: Study combustion reactions, including complete and incomplete combustion, and practice balancing equations.
    4. 4Day 7-8: Learn the free-radical substitution mechanism in detail, including initiation, propagation, and termination steps. Practice drawing the mechanism.
    5. 5Day 9-10: Attempt past exam questions and mark-scheme style answers. Focus on common pitfalls and examiner tips.

    Exam Question Types

    How this topic typically appears in the exam

    • 📋Naming and drawing isomers: You may be given a molecular formula and asked to draw all possible structural isomers. Practice with C4H10 and C5H12.
    • 📋Balancing combustion equations: Questions often ask for balanced equations for complete or incomplete combustion. Ensure you can balance them accurately.
    • 📋Free-radical substitution mechanism: You may be asked to write a mechanism for the reaction of methane with chlorine or bromine. Use fish-hook arrows and label each step.
    • 📋Multiple-choice questions on properties: These may test understanding of boiling point trends, solubility, and reactivity.

    Command Word Expectations (AQA)

    What examiners look for when using specific command words in this specification

    State

    Give a concise answer without explanation, e.g., 'State the general formula of alkanes' – answer: CnH2n+2.

    Explain

    Provide a reason or mechanism for a phenomenon, e.g., 'Explain why alkanes are insoluble in water' – must include reference to non-polarity and lack of hydrogen bonding.

    Deduce

    Work out from given information, e.g., 'Deduce the molecular formula of an alkane with molar mass 72' – show calculations.

    How Students Lose Marks (Examiner Pitfalls)

    Common mark loss traps and how to write 100% full-mark answers

    Pitfall: Students often confuse the mechanism of free-radical substitution, especially the termination steps, and fail to include the correct initiation step with UV light.
    ❌ Weak Answer (Loses Marks):Methane reacts with bromine to form bromomethane. The reaction needs UV light.
    ✅ 100% Model Answer (Full Marks):In the presence of UV light, bromine molecules undergo homolytic fission to form two bromine free radicals (Br•). A bromine radical attacks a methane molecule, abstracting a hydrogen atom to form HBr and a methyl radical (•CH3). The methyl radical then reacts with a Br2 molecule to form bromomethane and regenerate a bromine radical, propagating the chain. Termination occurs when two radicals combine, e.g., •CH3 + •CH3 → C2H6.
    Examiner Tip: Always state 'homolytic fission' and show the movement of single electrons using 'fish-hook' arrows in your mechanism. Include at least one termination step to show you understand radical combination.
    Pitfall: Students often forget that alkanes are non-polar and therefore insoluble in water, and they may incorrectly predict their solubility based on polarity.
    ❌ Weak Answer (Loses Marks):Alkanes are soluble in water because they contain hydrogen and carbon, which can form hydrogen bonds.
    ✅ 100% Model Answer (Full Marks):Alkanes are non-polar molecules because the electronegativity difference between carbon and hydrogen is very small, resulting in non-polar C-H bonds. They cannot form hydrogen bonds with water molecules, so they are insoluble in water. They are, however, soluble in non-polar organic solvents.
    Examiner Tip: Remember that 'like dissolves like'. Alkanes are non-polar, so they dissolve in non-polar solvents, not in polar water. Mention the lack of hydrogen bonding in your answer.

    Step-by-Step Worked Solutions

    Detailed solution breakdown for typical exam problems

    Question: A sample of an alkane has a molar mass of 72.0 g mol⁻¹. Determine its molecular formula and draw the structures of all possible isomers.

    1. 1.Step 1: Use the general formula for alkanes: CnH2n+2. The molar mass is 12n + (2n+2) = 14n + 2.
    2. 2.Step 2: Set 14n + 2 = 72. Solve for n: 14n = 70, so n = 5.
    3. 3.Step 3: The molecular formula is C5H12. Draw the three structural isomers: pentane, 2-methylbutane, and 2,2-dimethylpropane.
    Final Answer: The molecular formula is C5H12. The isomers are pentane (CH3CH2CH2CH2CH3), 2-methylbutane (CH3CH(CH3)CH2CH3), and 2,2-dimethylpropane (C(CH3)4).

    Question: Write the balanced equation for the complete combustion of butane (C4H10) and calculate the volume of oxygen (at room temperature and pressure) needed to completely combust 0.10 mol of butane. (Molar volume at RTP = 24.0 dm³ mol⁻¹)

    1. 1.Step 1: Write the balanced equation: 2C4H10 + 13O2 → 8CO2 + 10H2O.
    2. 2.Step 2: Determine the mole ratio: 2 mol butane reacts with 13 mol oxygen, so 0.10 mol butane reacts with (13/2) × 0.10 = 0.65 mol oxygen.
    3. 3.Step 3: Calculate volume: volume = moles × molar volume = 0.65 × 24.0 = 15.6 dm³.
    Final Answer: The balanced equation is 2C4H10 + 13O2 → 8CO2 + 10H2O. The volume of oxygen required is 15.6 dm³.

    Active Recall Memory Test

    Test your memory before revealing the key facts

    Frequently Asked Questions

    Common questions students ask about this topic

    Sample Exam Questions

    Worked examples for AQA A-Level Alkanes — try each before revealing the answer