Reactions of alkenes and alcohols
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수업 노트
Alkene Structure and Formulae
- Alkenes are hydrocarbons that contain a carbon-carbon double bond (C=C).
- The C=C double bond is the functional group of alkenes and is responsible for their characteristic reactions.
- The general formula of the alkene homologous series is CnH2n.
- The first four alkenes are ethene (C2H4), propene (C3H6), butene (C4H8) and pentene (C5H10).
- Alkenes are unsaturated compounds because they contain two fewer hydrogen atoms than the alkane with the same number of carbon atoms.
- The position of the double bond can be shown by a number, e.g. but-1-ene has the C=C starting at carbon 1.
- Alkenes are more reactive than alkanes because the C=C bond can open up to form single bonds, allowing other atoms to attach.
Combustion of Alkenes
- Alkenes undergo complete and incomplete combustion in air.
- Because alkenes have a higher carbon to hydrogen ratio, they tend to undergo incomplete combustion, producing a smoky flame.
- Complete combustion occurs with excess oxygen and produces carbon dioxide and water.
- Example: butene + oxygen → carbon dioxide + water.
- Incomplete combustion occurs with insufficient oxygen and can produce carbon monoxide and/or carbon (soot) along with water.
- Example: butene + oxygen → carbon monoxide + water, or butene + oxygen → carbon + water.
- Smoky yellow flames indicate a higher carbon to hydrogen ratio in the molecule.
Addition Reactions of Alkenes
- Alkenes mainly undergo addition reactions, in which atoms of a simple molecule add across the C=C double bond.
- The double bond opens up to form a single bond, allowing two more atoms to bond, one on each carbon.
- A saturated compound is formed when an alkene undergoes an addition reaction.
- Hydrogenation: alkenes react with hydrogen at 150 °C using a nickel catalyst to form an alkane.
- Hydrogenation is used to make margarine from vegetable oils by partially hydrogenating polyunsaturated oils to increase Mr and turn them into solid fats.
- Hydration: alkenes react with steam at around 330 °C and 60–70 atm using a concentrated phosphoric acid catalyst to form an alcohol.
- Halogenation: alkenes react readily with halogens at room temperature, with halogen atoms adding across the C=C bond.
- The bromine water test: bromine water is an orange-yellow solution; when shaken with an alkene, the colour is decolourised (turns colourless) because an addition reaction occurs.
Alcohols: Structure and Uses
- All alcohols contain the hydroxyl (-OH) functional group.
- The first four alcohols are methanol (CH3OH), ethanol (C2H5OH), propanol (C3H7OH) and butanol (C4H9OH).
- Alcohols are named using the alkane name with the final 'e' replaced by 'ol'.
- Alcohols are colourless liquids that dissolve in water to form neutral solutions.
- The first four alcohols are commonly used as fuels.
- Methanol and ethanol are used as solvents because they dissolve many substances that water cannot, such as fats and oils.
- Ethanol is the alcohol found in alcoholic drinks and is also used as a fuel for vehicles.
Reactions of Alcohols
- Alcohols undergo combustion to form carbon dioxide and water; e.g. ethanol + oxygen → carbon dioxide + water.
- Alcohols react with sodium metal to produce hydrogen gas and a metal salt (e.g. sodium + methanol → sodium methoxide + hydrogen).
- Alcohols can be oxidised to produce carboxylic acids.
- When ethanol is heated with acidified potassium dichromate, it oxidises to ethanoic acid; the solution turns from orange to green.
- The oxidation of ethanol in wine left open to air produces ethanoic acid, giving a vinegary taste.
Production of Ethanol by Fermentation
- Ethanol can be produced by fermentation: sugar or starch is dissolved in water and yeast is added.
- Fermentation takes place between 15 and 35 °C in the absence of oxygen for a few days.
- Yeast contains enzymes that break down sugar to alcohol; if too cold the reaction is slow, if too hot the enzymes are denatured.
- The yeast respires anaerobically: glucose → carbon dioxide + ethanol.
- Yeast is killed once the alcohol concentration reaches about 15%, so the vessel is emptied and the process restarted — this makes fermentation a batch process.
- Fermentation produces a dilute ethanol solution; fractional distillation is used to separate ethanol (boiling point 78 °C) from water (100 °C).
Carboxylic Acids: Structure and Reactions
- Carboxylic acids contain the -COOH functional group.
- The first four carboxylic acids are methanoic acid, ethanoic acid, propanoic acid and butanoic acid.
- They are named using the alkane name with the final 'e' replaced by 'oic acid'.
- Carboxylic acids are soluble in water, forming weakly acidic solutions.
- They react with carbonates to produce a metal salt, water and carbon dioxide gas.
- They react with alcohols in the presence of an acid catalyst (concentrated sulfuric acid) to form esters — this is esterification.
- Esters have the functional group R-COO-R; they are sweet-smelling oily liquids used in flavourings and perfumes, and are volatile.
- Example: ethanoic acid + ethanol → ethyl ethanoate + water.
Carboxylic Acids as Weak Acids (HT only)
- Carboxylic acids show typical acid reactions but are weak acids.
- They dissolve in water but only partially ionise, producing solutions with pH between 3 and 7.
- They form an equilibrium with their ions, but most molecules remain undissociated.
- Ethanoic acid is about 95% undissociated — only about 5 out of 100 molecules ionise.
- Because they are weak, their reactions are often slow or barely noticeable at room temperature.
슬라이드
연습 문제
무료 미리 보기 — 67개 중 8개 문제. 가입하면 전부 볼 수 있어요.
1.Which statement correctly describes alkenes?
Easy- AAlkenes are saturated hydrocarbons
- BAlkenes are unsaturated hydrocarbons
- CAlkenes contain hydrogen, carbon and oxygen atoms
- DAlkenes contain only single carbon-carbon bonds
2.What is the correct general formula of an alkene?
Easy- ACnH2n+2
- BCnH2n
- CCnH2n+1OH
- DCnH2n+1COOH
3.What is the correct general formula of an alcohol?
Easy- ACnH2n+2
- BCnH2n
- CCnH2n+1OH
- DCnH2n+1COOH
4.The functional group in alcohols is the hydroxyl group, -OH.
EasyTrue or false?
5.Bromine water is decolourised when shaken with an alkane.
EasyTrue or false?
6.Which of the following is the molecular formula of ethene?
Easy- AC2H6
- BC2H4
- CC3H6
- DCH4
7.Which of the following is the molecular formula of ethanol?
Easy- ACH3OH
- BC2H5OH
- CC3H7OH
- DC2H4
8.What type of reaction takes place between ethene and bromine?
Medium- ASubstitution
- BAddition
- CCombustion
- DNeutralisation
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