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ALKANES, ALKENES, AND ALCOHOLS Chapter 19
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Homologous Groups: Alkanes: hydrocarbon, only C and H Alkenes: hydrocarbon, only C and H Alcohols: Compound which contains an OH group Homologous series: families of molecules with a general formula that have similar chemical properties and the physical properties change as the molecules get bigger.
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As the molecules get bigger… Properties change This is mainly due to an increase in intermolecular attraction. Boiling point increases, as larger molecules are more attracted to each other and therefore harder to pull apart. They become less volatile. (Volatile substances turn to a vapour/evaporate easily) Become more viscous, less runny, thicker. They do not burn as easily: the smaller ones are more often used as fuels, easier to burn.
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Increasing MP and BP with increasing number of carbon atoms
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Increasing BP as size increases Why does the BP increase as size increases? The intermolecular attractions are stronger between larger molecules and more energy is needed to break these forces and separate the molecules.
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The Alkanes Names all end in an -ane Saturated hydrocarbons: the carbon bonds are all single covalent bonds. They are all saturated with H atoms - the maximum number of H possible. General formula: C n H 2n+2, CH 2 is added to each molecule. Don’t forget how to name them and structural isomers.
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Reactions of alkanes: The smaller molecules are commonly used as fuels. Other than burning, unreactive. Methane combustion: CH 4(g) +2O 2(g) CO 2(g) + 2H 2 O (l) Ethane combustion: 2C 2 H 6 + 7O 2(g) 4CO 2(g) + 6H 2 O (l) Incomplete combustion: CO is produced when there is not enough O 2 available.
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CO is dangerous! CO binds more readily and irreversibly to haemoglobin, reducing the amount of O 2 that can be transported in the blood. Cells do not receive enough O 2 and cannot carry out cellular respiration.
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More reactions with alkanes: Substitution reactions with halides, halogenation. In UV light, a hydrogen can be replaced by a bromine or chlorine atom (substitution of one atom for another). CH 4 + Br 2 CH 3 Br + HBr We would see a colour change from brown to colourless.
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The Alkenes: Another family or homologous series. Names all end in –ene They are unsaturated: contain double bond(s). General formula: C n H 2n Alkenes burn well but aren’t used as fuels since they are more useful for other purposes – making polymers. Are reactive in other ways due to the C=C, they undergo addition reactions. More reactive than alkanes.
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Addition Reactions of alkenes Chemical test for C=C: Add brown bromine water. The solution will decolourise, going from brown to colorless. The double bond will ‘open’ to become a single bond and the 2 bromine atoms from Br 2 are added. 1,2-dibromoethane.
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Alcohols Homologous series “……ol” Contain a functional group, -OH (hydroxyl) covalently bonded to a carbon chain. General formula C n H 2n+1 OH Most common alcohol: ethanol What are the effects of ethanol: Depresses some of the higher functions of the brain. Depressive, releases inhibitions, affects concentration, slows reflexes, can cause social problems, dangerous to the liver if consumed in large quantities.
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Production of Ethanol Fermentation Produced by the anaerobic respiration of sucrose by yeast. Yeast is added to a sugar solution and left in a warm environment, 20-50 o C (optimum is 35 o C) for several days in the absence of air. Enzymes in the yeast catalyze the reaction and convert the sugar into ethanol and CO 2. 35 o C is optimum temperature for enzyme activity. Enzymes will denature if the temperature is too high.
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Overall equation includes 2 steps: C 12 H 22 O 11 (aq) + H 2 O (l) C 6 H 12 O 6 (aq)+ C 6 H 12 O 6 (aq) Sucrose + water glucose and fructose Hydrolysis C 6 H 12 O 6 (aq) C 2 H 5 OH(aq) + 2CO 2 (g) Fructose/glucose ethanol + carbon dioxide Sucrose is first broken down into glucose and fructose (isomers) by a hydrolysis reaction. Yeast is killed when the mixture reaches about 15% alcohol, you cannot make pure alcohol by fermentation.
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Distillation Alcohol produced by fermentation can be purified by fractional distillation. Alcohol boils at 78 o C, it condenses before water evaporates. Condense the ethanol by cooling it down. We can obtain 96% alcohol.
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Production of Ethanol by hydration of ethene Ethene + steam ethanol C 2 H 5 (g) + H 2 O (g) CH 3 CH 2 OH (g) Only a small proportion of ethene reacts at a time. The ethanol produced is condensed as a liquid and the unreacted ethene is recycled back through the process This is a hydration reaction – adding water. The ethene is obtained from crude oil. Phosphoric acid is the catalyst. Pressure = 60 atmospheres.
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Reactions with ethanol Burning: alternative fuel for cars Dehydration: removal of water to form ethene Heat and a catalyst are required
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