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Organic Families

邊玩邊學

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課程筆記

Fossil Fuels

  • A fuel is a substance that releases heat energy when burned.
  • Common fossil fuels: coal, natural gas (mainly methane, CH₄), and petroleum (crude oil).
  • Hydrocarbons are compounds containing only hydrogen and carbon atoms.
  • Petroleum is a mixture of hydrocarbons separated by fractional distillation into fractions with similar boiling points.
  • Fractional distillation uses a column with a temperature gradient: hot at bottom, cool at top.
  • Properties of fractions: as chain length increases, viscosity increases, volatility decreases, and boiling point increases.
  • Uses: refinery gas (heating/cooking), gasoline (car fuel), naphtha (chemicals), kerosene (jet fuel), diesel (engines), fuel oil (ships), lubricating oil, bitumen (roads).

Fractional distillation of petroleum

Fractional distillation of petroleum

Alkanes

  • Alkanes are saturated hydrocarbons with only single C–C bonds; general formula CₙH₂ₙ₊₂.
  • First five: methane (CH₄), ethane (C₂H₆), propane (C₃H₈), butane (C₄H₁₀), pentane (C₅H₁₂).
  • They undergo complete combustion: alkane + O₂ → CO₂ + H₂O.
  • They can be cracked into smaller molecules (alkanes, alkenes, H₂).
  • Substitution reaction with halogens (e.g., Cl₂) in UV light: H atom replaced by halogen (e.g., CH₄ + Cl₂ → CH₃Cl + HCl).

Butane, an alkane

Butane (C₄H₁₀) — displayed formulaHHHHHHHHHHCCCC

Alkenes

  • Alkenes are unsaturated hydrocarbons containing at least one C=C double bond; general formula CₙH₂ₙ.
  • First four: ethene (C₂H₄), propene (C₃H₆), but-1-ene (C₄H₈), pent-1-ene (C₅H₁₀).
  • Catalytic cracking of long-chain alkanes (600–700°C, alumina/silica catalyst) produces shorter alkanes, alkenes, and H₂.
  • Alkenes decolourise bromine water (orange → colourless) – test for unsaturation; alkanes do not.
  • More reactive than alkanes due to the C=C bond.

But-1-ene, an alkene

But-1-ene (C₄H₈) — displayed formulaHHHHHHHHCCCC

Addition Reactions (Extended)

  • In addition reactions, atoms add across the C=C bond; only one product formed.
  • With bromine: ethene + Br₂ → 1,2-dibromoethane (saturated).
  • With hydrogen (Ni catalyst): ethene + H₂ → ethane.
  • With steam (hydration, acid catalyst): ethene + H₂O → ethanol.
  • These reactions produce saturated compounds from alkenes.

Addition reaction of ethene and bromine

Addition reaction of ethene and bromine

Alcohols

  • Alcohols contain the hydroxyl (-OH) functional group; general formula CₙH₂ₙ₊₁OH.
  • First three: methanol (CH₃OH), ethanol (C₂H₅OH), propanol (C₃H₇OH).
  • Ethanol is used in alcoholic drinks, as a fuel, and as a solvent; burns to CO₂ and H₂O.
  • Manufacture: hydration of ethene (300°C, 60 atm, H₃PO₄ catalyst) – continuous, pure product, uses non-renewable crude oil.
  • Manufacture: fermentation of glucose (yeast, 25–35°C, anaerobic) – batch process, renewable, dilute product.
  • Fermentation equation: C₆H₁₂O₆ → 2CO₂ + 2C₂H₅OH.

Ethanol, an alcohol

Ethanol (C₂H₆O) — displayed formulaHHHHHHCCO

Carboxylic Acids

  • Carboxylic acids contain the -COOH group; they behave as typical acids.
  • React with metals: e.g., 2CH₃COOH + Mg → (CH₃COO)₂Mg + H₂.
  • React with bases (neutralisation): CH₃COOH + KOH → CH₃COOK + H₂O.
  • React with carbonates: 2CH₃COOH + K₂CO₃ → 2CH₃COOK + H₂O + CO₂.
  • Salts end in -anoate (e.g., ethanoate from ethanoic acid).

Ethanoic acid, a carboxylic acid

Ethanoic acid (C₂H₄O₂) — displayed formulaHHHOHCCO

Ethanoic Acid & Esterification (Extended)

  • Ethanoic acid (CH₃COOH) is made by oxidation of ethanol: via fermentation (air, bacteria) or using acidified KMnO₄ (purple → colourless).
  • Esterification: alcohol + carboxylic acid → ester + water, with concentrated H₂SO₄ catalyst.
  • Example: CH₃COOH + C₂H₅OH ⇌ CH₃COOC₂H₅ (ethyl ethanoate) + H₂O.
  • Esters are sweet-smelling oils used in flavourings and perfumes.
  • Naming: first part from alcohol (ends -yl), second from acid (ends -oate); e.g., pentanol + butanoic acid → pentyl butanoate.

Reflux apparatus for the oxidation of ethanol

Reflux apparatus for the oxidation of ethanol

投影片

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練習題

免費預覽——48 題中的 8 題。註冊即可查看全部。
  1. 1.What is meant by the term hydrocarbon?

    Easy
    • AA compound containing hydrogen and carbon only
    • BA compound containing carbon and oxygen only
    • CA compound containing hydrogen, carbon and oxygen
    • DA compound containing carbon and nitrogen only
  2. 2.What is meant by the term saturated in the context of hydrocarbons?

    Easy
    • AContains only single carbon-carbon bonds
    • BContains at least one carbon-carbon double bond
    • CContains the maximum number of hydrogen atoms possible
    • DContains only carbon and hydrogen atoms
  3. 3.What is the general formula for the homologous series of alkanes?

    Easy
    • ACₙH₂ₙ₊₂
    • BCₙH₂ₙ
    • CCₙH₂ₙ₋₂
    • DCₙH₂ₙ₊₁OH
  4. 4.Which of the following is the correct equation for the complete combustion of methane?

    Easy
    • ACH₄ + 2O₂ → CO₂ + 2H₂O
    • BCH₄ + O₂ → CO₂ + H₂O
    • CCH₄ + 2O₂ → CO + 2H₂O
    • DCH₄ + 2O₂ → CO₂ + H₂
  5. 5.Which of the following is a test to distinguish between an alkane and an alkene?

    Easy
    • AShake with bromine water; alkane remains orange, alkene turns colourless
    • BShake with bromine water; alkane turns colourless, alkene remains orange
    • CAdd sodium hydroxide; alkane produces gas, alkene does not
    • DAdd silver nitrate; alkane gives precipitate, alkene does not
  6. 6.What are the products of the cracking of decane (C₁₀H₂₂) when it produces octane and ethene?

    Medium
    • AC₈H₁₈ and C₂H₄
    • BC₈H₁₆ and C₂H₆
    • CC₈H₁₈ and C₂H₆
    • DC₈H₁₆ and C₂H₄
  7. 7.In the esterification reaction between ethanoic acid and ethanol, which catalyst is used?

    Easy
    • AConcentrated sulfuric acid
    • BNickel
    • CPhosphoric acid
    • DAlumina
  8. 8.Which of the following fractions of crude oil is used as fuel for cars?

    Easy
    • AGasoline (petrol)
    • BKerosene
    • CDiesel
    • DBitumen

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