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11.5Organic Chemistry

Alkenes — Cambridge O Level Chemistry 5070 Revision Notes & Topical Questions

5 min read 12 parts Lesson 5 of 8

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Lesson summary

Describe the manufacture of alkenes by cracking, test for unsaturation and describe addition reactions of alkenes.

Section 1 of 12Alkenes

  • Definition
    • unsaturated hydrocarbons with a carbon–carbon double bond and general formula CnH2n.
  • Reactivity
    • the double bond can open so each carbon forms another single bond.
    • Result
      • alkenes are much more reactive than alkanes.
    • First members
      • ethene, propene and butene.

Section 2 of 12Catalytic cracking

  • Reason
    • crude oil gives far more long-chain hydrocarbons than are needed.
  • Aim
    • convert long chains into shorter, more useful hydrocarbons.
    • Products
      • shorter alkanes, alkenes and hydrogen.
    • Uses
      • alkenes make polymers and hydrogen makes ammonia.
    • Examples
      • kerosene and diesel are cracked to give petrol, alkenes and hydrogen.
  • Conditions
    • vaporise at about 600–700 °C and pass over hot powdered alumina or silica.
  • Process
    • covalent bonds break on the catalyst surface, a thermal decomposition.
    • Mixture
      • random breaking gives a mixture of smaller alkanes and alkenes.
    • Higher temperature and pressure
      • give more hydrogen and alkenes.
    • Example
      • decane is cracked to octane for petrol and ethene for ethanol.

Section 3 of 12Test for unsaturation

  • Bromine water
    • an orange solution of bromine.
  • Alkane
    • stays orange because there is no C=C.
    • Alkene
      • turns colourless because bromine adds across the double bond.
  • Wording
    • say colourless, not clear.
  • Reaction type
    • an addition reaction in which each carbon of the double bond gains a bromine atom.

Section 4 of 12Addition reactions

ReagentConditionsProductName
BromineRoom temperatureDibromoalkane (ethene gives 1,2-dibromoethane)Bromination
Hydrogen150 °C with nickel catalystAlkane (ethene gives ethane)Hydrogenation
SteamAbout 300 °C, 60–70 atm, concentrated phosphoric acidAlcohol (ethene gives ethanol)Hydration
  • Definition
    • an addition reaction joins atoms across the C=C, giving one product.
  • Hydrogenation use
    • vegetable oils are partly hydrogenated to raise Mr and form solid fats such as margarine.
    • Hydration use
      • the key industrial route to alcohols.
    • Drawing
      • you should be able to draw the displayed products.

Section 5 of 12Structure of the first alkenes

AlkeneFormulaDisplayed structure
EtheneC2H4H2C=CH2, each carbon with two hydrogens
PropeneC3H6CH2=CH–CH3
ButeneC4H8CH2=CH–CH2–CH3 or CH3–CH=CH–CH3
  • Bond count
    • each carbon in the C=C forms four bonds in total.

Section 6 of 12Comparison of alkanes and alkenes

FeatureAlkanesAlkenes
General formulaCnH2n+2CnH2n
BondsAll singleContains C=C
SaturationSaturatedUnsaturated
ReactivityLowHigh
Reaction with bromine waterNo change, stays orangeDecolourised
Main reaction typeCombustion, substitutionAddition

Section 7 of 12Products of addition to ethene

ReagentEquationProduct type
BromineC2H4 + Br2 → C2H4Br2Dibromo compound
HydrogenC2H4 + H2 → C2H6Alkane (ethane)
SteamC2H4 + H2O → C2H5OHAlcohol (ethanol)
  • Point
    • in every case only one product forms.
  • Exam skill
    • draw the displayed formula with each atom added to a carbon of the former double bond.

Section 8 of 12Steps in the bromine water test

  1. Add a few cm3 of bromine water to a test tube.
  2. Add the sample, gas or liquid.
  3. Shake the mixture.
  4. Observe the colour of the solution.
  5. A change from orange to colourless means an alkene is present.
  • Control
    • run a known alkane alongside for comparison.
  • Why it works
    • bromine adds across the C=C and the orange colour is lost.
    • Safety
      • bromine water is corrosive, so wear eye protection.

Section 9 of 12Uses of alkenes

  • Polymers
    • ethene and propene are the monomers for poly(ethene) and poly(propene).
  • Alcohols
    • hydration of ethene gives ethanol for solvents and fuel.
    • Margarine
      • hydrogenation of vegetable oils makes spreadable solid fats.
  • Chemical feedstock
    • alkenes are starting materials for many other organic chemicals.
  • Why useful
    • the reactive C=C allows many different products to be made.

Section 10 of 12Worked examples

  1. Describe the test to distinguish ethene from ethane. [3]3 marks

  2. Write the equation for the hydration of ethene and state the conditions. [3]3 marks

  3. Explain why cracking is carried out. [2]2 marks

  4. State the conditions for hydrogenation of an alkene. [2]2 marks

Section 11 of 12Key terms

TermMeaning
AlkeneAn unsaturated hydrocarbon with a C=C double bond.
CrackingBreaking long hydrocarbons into shorter ones using heat and a catalyst.
Addition reactionA reaction in which atoms add across a double bond.
HydrogenationAddition of hydrogen to a C=C.
HydrationAddition of water or steam to a C=C.
UnsaturatedContaining a carbon–carbon double bond.

Section 12 of 12Exam technique

  1. Saying bromine water becomes clear — it becomes colourless.
  2. Saying alkenes react by substitution — they undergo addition.
  3. Confusing cracking with distillation — cracking breaks covalent bonds.
  4. Forgetting hydrogen is also produced by cracking.

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