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Hydrocarbons / Organic Chemistry Organic Chemistry • Organic chemistry is the study of the structure, properties, composition, reactions, and preparation of the chemical compounds that contain carbon. Hydrocarbons • Hydrocarbons are molecules which contain hydrogen and carbon • There are many different compounds that can form with carbon and hydrogen • There are 3 main hydrocarbon families 1. Alkane 2. Alkene 3. Alkyne Where do you find hydrocarbons? • Carbon compounds make up 90% of all chemical compounds and many form the basis of living systems • The majority of hydrocarbons found naturally occur in crude oil • Crude oil forms from decomposed organic matter which has lots of carbon and hydrogen!. • Proteins, carbohydrates and fats all contain carbon, hydrogen and oxygen What are the differences and similarities of the compounds below 1. Alkanes • Are hydrocarbons that contain only carbon and hydrogen • They only have single bonds • CnH2n + 2 • A series of compounds with similar properties in which each member differs from the previous one by –CH2 is known as a homologous series • Structural formulas show the number and location of bonds but not lone pairs Straight and branched chain • A straight-chain is where the carbon atoms in an alkane, alkene and alkyne form a chain that runs from one end of the molecule to the other. • A branched chain is were an alkane, alkene and alkyne has alkyl groups bonded to its central carbon chain. • An alkyl is a group of atoms consisting of carbon and hydrogen atoms, arranged in a chain. Naming carbon compounds No. of carbon Atoms 1 2 3 4 5 6 7 8 9 Prefix MethEthPropButPentHexHeptOctNon- What are the differences and similarities of the compounds below 2. Alkenes • Contains at least one carbon to carbon double bond • The alkenes are a homologous series • CnH2n n = integer Naming Alkenes • Carbon atoms are labelled from left to right • Identify where the double bond starts • And put that number between the prefix and suffix of the alkene But-1-ene But-2-ene Naming alkenes with 2 double bonds • If there are two double bonds the suffix (ending) is diene • 3 double bonds triene • buta-1, 2-diene 3. Alkynes • Are hydrocarbons that contain only carbon and hydrogen • They have at least one triple bond • The alkynes are a homologous series Naming carbon compounds Suffix If all of the carbon to carbon bonds are single -ane If there is at least one carboncarbon bond is a double bond -ene If there is at least one carboncarbon bond is a triple bond -yne Structural isomers • Structural isomers are molecules with the same molecular formula but different arrangement of their atoms (different structural formulas) Structural Isomers Structural isomers Semi-structural formulas • Semi- structural formula is a structural formula without giving the arrangement atoms in space Make and then draw as many isomers of hexane as possible Naming isomers 1. Name and number longest carbon chain (circle it) 2. Identify branches (there are no branches at ends!) 3. Name each branch (alkyl group) put them in alphabetical order • methyl CH3 ethyl C2H5 propyl C3H7 butyl C4H9 pentyl C5H11 4. If there is more than 1 alkyl group use: di = 2, tri = 3, tetra = 4 as a prefix e.g. diethyl, trimethyl 5. Write the number of the carbon atom each alkyl group is attached to. Put commas between numbers if there is more than one alkyl group (2,3-dimethyl) 6. Put hyphens between numbers and words (2,2 – dimethylbutane) Name the following • n 2-methyl propane propane Name the following carbon compounds 5-ethyl-5,6,6-trimethyl decane 4,5-diethyl-5,6-dimethyl4-propyloctane Are these named correctly? Rewrite the names that are incorrect Name all the isomers of hexane you drew Saturated compounds • A saturated compound has no double or triple bonds. • In saturated linear hydrocarbons, every carbon atom is attached to two hydrogen atoms, except those at the ends of the chain, which have three hydrogen atoms. • In the case of saturated methane, four hydrogen atoms are attached to the single, central carbon atom. • Of simple hydrocarbons, alkanes are saturated, and alkenes are unsaturated. Unsaturated carbon compounds • Alkenes and alkynes are unsaturated carbon compounds because they contain less hydrogen than the maximum amount possible Which compound/s are saturated? • v Physical Properties of Alkanes and Alkenes • As the number of carbon atoms increases in a homologous series there is a change in the physical properties • At room temperature, the lighter alkanes and alkenes are gases; the midweight alkanes are liquids; and the heavier alkanes are solids, or tars. • Why? • London forces increase as molecules get heavier Boiling Point • The boiling points of the alkanes and alkenes gradually increase with the molecular weight of the compounds. • Alkanes and alkenes have similar boiling points • Alkenes have a slightly lower Hydrocarbons Boiling point (C) Methane -161.5 Ethane -88.6 Propane -42.1 Butane -0.5 Pentane 36.1 Volatility • Volatile liquids are those that evaporate (go from liquid to solid) easily. • Smaller molecules are more volatile • Why? • Because there are weak London forces so it is easier for them to go from a liquid to a gas Viscosity • Viscosity is the measure of the thickness of a fluid • Honey is more viscose (it is harder to pour) than water • The larger the molecule the more viscous it is • The larger the molecule the stronger the London forces which means they are more likely to stick together because they are long they get tangled up like spaghetti DONE Chemical Properties of Alkanes Chemical Properties of Alkenes • Alkenes have different chemical properties to alkanes due to the double bonds in alkenes • Alkenes react much more readily than alkanes • http://www.sciencegeek.net/APchemistry/ APtaters/alkanes.htm