Organic Chemistry IGCSE Hydrocarbons are compounds contain carbon and hydrogen only. There are two types of hydrocarbons: Saturated and unsaturated hydrocarbons 1. If all bonds between carbon atoms are single, the compounds are saturated. Saturated hydrocarbons are called Alkanes. Following are the important alkanes: Methane (1 carbon atom) CH4 Ethane (2 carbon atoms) C2H6 Propane (3 carbon atoms) C3H8 Butane (4 carbon atoms) C4H10 Saturated compounds (alkanes) are not reactive because all four valencies of carbon atoms are full. 2. If a double bond is present between two carbon atoms, the compounds are unsaturated. Unsaturated hydrocarbons are Alkenes. Following are the important alkenes: Ethene (2 carbon atoms) C2H4 Propene (3 carbon atoms) C3H6 Butene (4 carbon atoms) C4H8 Unsaturated compounds (alkenes) are very reactive because all four valencies of carbon atoms are not full. Petroleum (crude oil) Petroleum is a natural resource for all hydrocarbons. It is formed from the dead bodies of animals and plants. The dead bodies are covered with mud and soil. Due to changes in temperature and pressure, the dead bodies of animals and plants are changed in to petroleum and the soil and mud to sedimentary rock. Crude oil contains many useful substances. These substances are separated from crude oil by fractional distillation. Fractional distillation is a process depending on the boiling points. Light fractions with low boiling points are collected at the top of the fractionating column while heavy fractions with high boiling points are collected at the bottom. Cracking This is a process of breaking large hydrocarbons in to small molecules. These small molecules are more useful than those large molecules. Cracking is done using catalyst (catalytic cracking) or heat (thermal cracking). Alkene (ethane) will always be a by-product during cracking. This alkenes is useful for making plastics or other substances. For example: Test for unsaturation Mix the compound with Bromine water. Bromine water changes the colour from red-brown to colourless if the compound is unsaturated. No change in colour if the compound is saturated. Homologous series Group of compounds having: A general formula Similar chemical properties Gradual change in physical properties Successive member differ by a –CH2 group is called a homologous series. Alkanes, alkenes, alcohols and carboxylic acid are homologous series. Functional group: A double bond or atoms which determine the function of a compound is called a functional group. =, -OH, -Cl, -COOH are functional groups. Alcohols Alcohols are organic compounds with a –OH group as the functional group. Examples are: Methanol Ethanol CH3OH C2H5OH Propanol C3H7OH Butanol C4H9OH Making alcohol. There are two methods: Batch process and continuous process Batch process: Sugar (glucose) is mixed with yeast and keep it at 30-40oC for 48 hours. The enzymes in yeast convert sugar in to alcohol and carbon dioxide. This process is called fermentation. Alcohol is separated from the mixture by distillation. This process is slow but environmental friendly (no pollution). The row materials are renewable. Continuous process Ethene is mixed with steam and passed over a catalyst. Water is added to ethene to produce ethanol. The process can pollute air because fuel is burnt for energy. The row material ethene is not renewable. But the process is quick. Hydrocarbons and alcohols are good fuels. They all produce carbon dioxide and water when burn in air. When air/oxygen is limited, hydrocarbons produce carbon monoxide together with water. Carboxylic acids Organic acids have functional group –COOH Examples are: Methanoic acid: Ethanoic acid HCOOH CH3COOH Propanoic acid C2H5 COOH Esterification Reaction Carboxylic acid and alcohol react in presence of con sulphuric acid to produce ester and water. Esters are sweet smelling substance and so esters are used to make perfumes and food flavourings and artificial fruit juices. Carboxylic acids are weak acids. Addition reactions of alkenes Atoms can be added to the double bond. The product will have single bond and only one product will be formed. Such a reaction is called addition reaction. 1. Addition of hydrogen This is done in presence of a catalyst. Ethene + hydrogen Ethane Addition of a halogen Ethene + Chlorine Dichloro ethane Addition of water Ethene + water (steam) ethanol (catalyst) Isomerism Isomerism is compounds having same molecular formula but different structural formula Polymerisation When small molecules combine to form a large molecule, the process is called polymerisation. Small molecules involved are called monomers and large molecule formed is called polymer. There are two types of polymerisation: Addition polymerisation and condensation polymerisation. Addition polymerisation: Mainly plastics are made. Polymer is the only product. Poly ethane Monomer: Ethene OR Poly propene Monomer: Propene OR Teflon (Poly tetra fluoro ethane) Monomer: tetrafluoro ethane OR Condensation polymerisation: In condensation polymerisation, functional groups react and small molecules like water is also formed. Examples for IGCSE Terylene (poly ester) Nylon (Poly amide) Natural polymers: Starch, Proteins and Lipids (oils) Starch is made up of glucose molecules (monomers) by condensation reaction of –OH groups Water is removed Proteins are made up of amino acid monomers by condensation reaction. Lipids are made up of glycerol and fatty acid molecules Glycerol + fatty acid Lipid + water If water is added to starch, proteins or lips, reverse reaction occurs and the monomers will be formed (glucose, amino acids, fatty acids etc). This process is called hydrolysis of natural polymers. In human body, this is done by digestive enzymes and so it is also called digestion. Starch Glucose (hydrolysis or digestion) Proteins amino acids (hydrolysis or digestion) Lipids (fats) fatty acids + glycerol (hydrolysis or digestion)