HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 HSC Chemistry Notes: Module 5: Equilibrium and Acid Reactions Module 6: Acid and Base Reactions Module 7: Organic Chemistry Module 8: Applying Chemical Ideas Module 5: Equilibrium and Acid Reactions Static and Dynamic Equilibrium Reversibility of chemical reactions: Formation of hydrated and dehydrated cobalt (II) chloride: Dehydrated cobalt (II) chloride + water ⇌ hydrated cobalt (II) chloride CoCl2 + 6H2O ⇌ CoCl2∙6H2O Blue pink When the hydrated cobalt (II) chloride is heated, it becomes blue again as the water evaporated. Reaction of Iron (III) nitrate and potassium thiocyanate: Iron (III) nitrate + potassium thiocyanate ⇌ iron (iii) thiocyanate Fe3+(aq) + SCN-(aq) ⇌ FeSCN2+(aq) Pale yellow colourless red When (Fe (NO3)3) and (KSCN) are mixed, they form a red-coloured ion, iron (III) thiocyanate Is a reversible reaction and forms an equilibrium Burning Magnesium: 2Mg(s) + O2 2MgO(s) An irreversible combustion reaction, releasing energy into the system, producing white magnesium oxide. Burning Steel Wool: 3 2Fe (s) + O2 (g) Fe2O3 (s) 2 pg. 1 An irreversible reaction and is a combustion reaction. As the steel wool caught on fire and went red with sparks flying out. HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Static and dynamic equilibrium and differences between closed and open systems: Equilibrium: A situation in which both the forward and reverse reaction are equal in a closed system. Reversible reaction: Reaction that can proceed in either direction depending on the prevailing conditions, reaction that can go backwards. Characteristics of equilibrium: At chemical equilibrium, the rate of forward and reverse reactions is equal. Occurs in a closed system The position of equilibrium is not affected by a catalyst The concentrations of the reactants and products reach constant values at equilibrium Change is occurring at a microscopic level, atoms and molecules are constantly changing Homogenous equilibrium: refers to a state of equilibrium in which all the involved species (reactants and products) are in the same state/phase. CH3COOH (aq) ⇌ CH3COO-(aq) + H+(aq) Heterogenous equilibrium: A reaction in which the substances are in different states. NiCl2(s) ⇌ Ni2+(aq) + 2Cl-(aq) Static Equilibrium: Static equilibrium: Occurs when the rates of the forward and reverse reactions both are equal to zero. Occurs when nothing is happening in a reaction and the equilibrium of system is at rest. - E.g. Conversion of graphite into diamond is considered is at a static equilibrium C (diamond) ⇌ C (graphite) When at room temperature, neither reaction can be seen. A limiting reagent reaction is another example of static equilibrium, once the limiting reagent has been used up, neither the forward nor reverse reaction will occur. Dynamic Equilibrium: Dynamic equilibrium: refers to a system, in which the rate of the forward reaction is equal to the rate of the reverse reactions as they are occurring at the same time and rate, so no net change. pg. 2 No observable change occurs, but the forward and reverse reactions are occurring at an atomic level. - E.g. Two people shovelling dirt into each other’s piles at the same rate. Piles stay the same, but both are still shovelling. System needs to be closed for a dynamic equilibrium and is a type of a steady state but not all steady states are in equilibrium. Reaction between hydrogen and nitrogen is a reversible reaction that reaches dynamic equilibrium in closed container: 3H2(g) + N2(g) ⇌ 2NH3(g) HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Steady State: Steady state is not always an equilibrium and can be achieved without a reversible reaction or a closed system. E.g. water is flowing into a sink and out of a sink at the same rate this is a steady state. The water level in the sink may ready constant and so this is a steady state, however, as there is matter and energy entering and leaving the system, not an equilibrium. Open System: Open System: A chemical system in which energy and matter can be exchanged by its surroundings (external environment). Closed System: Closed system: a chemical system that does not allow the flow of matter between the system and environment, only energy can be exchanged. Non-equilibrium system in terms of effect on entropy and enthalpy: Non-equilibrium system: A system that is not at equilibrium and can never reach an equilibrium state. These reactions involving such systems are considered irreversible. Irreversible reaction: reactions that go to completion, products cannot be turned back into reactants. Two types of non-equilibrium reactions include; Combustion reaction Photosynthesis reaction pg. 3 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Combustion Reactions: Combustion reactions are irreversible exothermic reaction that involves combining of a substance with oxygen. Reaction is in one direction, products cannot reverse back into reactants Enthalpy of combustion is always negative as energy is always released into the environment. Most combustion reactions occur spontaneously, especially when entropy is increasing. Both entropy and enthalpy are drivers of combustion. Photosynthesis Reactions: A reaction by which plants transform light energy into chemical energy due to green pigment chlorophyll Photosynthesis is a photochemical process which is an endothermic chemical process and involves the reduction of carbon. Photosynthesis consists of a series of reaction steps, but overall reaction be shown by equation below: sunlight 6CO2(g) + 6H2O(l) → C6H12O6(aq) + 6O2(g) chlorophyll Not a spontaneous reaction as energy of the products is greater than the energy of reactants Whilst respiration looks like the reverse of photosynthesis, neither are reversible reactions, each go to complete and do not reach equilibrium. Collision Theory and Reaction Rate: Collison theory is a model that explains how reactions occur when particles collide and is dependent on the; pg. 4 HSC Chemistry Notes - Yr 12 Chemistry By Tayyab Awais 23/02/2022 Frequency of collisions The orientations of the particles Amount of energy required to break the bond (activation energy) and the size of activation energy would affect likeness of reaction proceeding Reversibility of chemical reactions is related to the activation energies of forward and reverse reactions Reaction Rate: Reaction rate is the speed at which a chemical reaction occurs – the speed at which reactants are used and products are formed. Reaction rate can also be influenced by: Concentration of reactants Temperature of surroundings Structure of reacting particles Pressure Presence or absence of a catalyst Factors that Affect Equilibrium: Le Chatelier’s Principle Prac: Le Chatelier’s principle states that ‘if an equilibrium system is subjected to a change, the system will adjust itself to partially oppose the effect of the change’. Equilibrium will always shift in the direction which counteracts the change that disturbed it in the first place a new equilibrium will be established Also predicts how an equilibrium will respond to a disturbance. For any equilibrium system, the position of equilibrium may be change by: Temperature altered Total pressure change/volume Concentration/pressure of species changed Dilution (for an equilibrium in solution) Changes in Temperature: If an equilibrium reaction is cooled, it will react to increase the temperature to raise it towards its original value, minimising change and so decreasing the temperature favour the exothermic reaction (reaction that releases heat). If the temperature of a system is increased, the endothermic reaction will be favoured (reaction that used heat). pg. 5 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 E.g. N2O4 (g) ⇌ 2NO2 (g) ∆H= +ve - The forward reaction absorbs heat and the reverse reaction releases heat. - If the temperature is increased, then the forward reaction would be favoured and so [NO2] would increase and [N2O4] would decrease. Changes in Concentration: Change in concentration of reactants or products. Increasing the concentration of the reactants, LCP states that the system will adjust to minimise the changes so the forward reaction will be favoured in order to use up the reactants decreases concentration close to original value. Increase in products causes a shift to the left (towards reactants) E.g. 2O4 (g) ⇌ 2NO2 (g) ΔH=+ve - If increase [N2O4] then the forward reaction occurs at a greater rate to decrease [N2O4] and increase [NO2]. - If increase [NO2] then the reverse reaction occurs to decrease [NO2] and increase [N2O4]. Changes in pressure: When increasing the pressure (decreasing volume) of an equilibrium system, according to LCP, the side that has the fewer moles of gas equilibrium will shift and favour that side Decreasing the pressure (increasing volume) of an equilibrium system, according to the LCP, the side that has a greater amount of moles will be favoured equilibrium will shift and favour that side E.g. N2O4 (g) ⇌ 2NO2 (g) ΔH=+ve - If volume is halved by doubling the pressure, then concentration of particles is increased. Equilibrium will be re-established by decreasing concentration of gaseous particles. The reverse reaction would be favoured as for every two molecules of NO2 that react only one of N2O4 is produced. Therefore leading to a decrease in the total number of particles. Where equilibrium system contains equal numbers of gaseous molecules on both sides of the equation, changing the volume does not affect the equilibrium. Effects of Catalysts: Catalyst lowers the activation energy for both forward and reverse reactions, both rates of forward and reverse reactions are equally affects and so catalyst does not affect equilibrium. - System just reaches equilibrium in less time. Heating Cobalt Chloride Hydrate: CoCl2 (aq) + 6H20 ⇌ CoCl2 ∙ 6H2O (l) Blue (reactants) Purple (products) An exothermic system, LCP that by increasing temperature will cause a shift to the left (dehydrated reactants) Equilibrium of Nitrogen and dinitrogen Tetroxide: 2NO2 (g) ⇌ N2O4 (g) Brown pg. 6 colourless ∆H= - 57.20 kJ.mol-1 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 An equilibrium between nitrogen dioxide and dinitrogen tetroxide, an exothermic reaction. Factor Colour of gas mixture Dark brown Which gas is presented in greater concentration NO2 Which way does the equilibrium move Right Initially ( … °C temp. and pressure) After heating (…°C) After cooling (…°C) After increasing pressure After decreasing pressure Dark brown Lighter brown Light brown NO2 N2O4 N2O4 Left Right Right Darker brown NO2 Left Iron (III) thiocyanate and varying concentrations of Ions: Fe3+(aq) + SCN-1(aq) ⇌ FeSCN2+(aq) Yellow or colourless (reactants) Concentration Added Colour of mixture Initially Iron (III) chloride Ammonium thiocyanate Calcium fluoride Yellow Scarlet Red Yellow Colourless Deep blood red Which way did equilibrium move Nowhere Right Right Left Equilibrium and Collision Theory: Le Chatelier’s principle can also be explained using collision theory. Concentration: When adding extra concentration of reactants, the rate of forward reaction becomes favoured as there are more frequent collisions due to the increased concentration of the reactants. As the concentration of the products rises, there will be more frequent collisions and so rate of reverse reaction will be favoured. Increase in concentration of reactants as well and rate of forward reaction will decrease. Pressure: Increase in pressure on the equilibrium and the volume occupied by the gases has become smaller, gas molecules are closer to each other and collision between molecules become more frequent. Rate of reaction between greater number of molecules (i.e. forward reaction) becomes greater than the rate of the reaction between the smaller number of molecules (i.e. reverse reaction). - Increase in reactants and is favoured and the forward reaction decreases, and new equilibrium is eventually established. Pressure changes does not affect equilibrium that are in liquid or solid phases as particles are too tightly packed for an increase in pressure to have any noticeable effect on volume. Temperature: Increase in temperature, molecules move faster due to the heat and there are more frequent and more energetic collisions. Large number of molecules now have the necessary energy to overcome the activation energy barrier and undergo successful collisions. pg. 7 HSC Chemistry Notes - Yr 12 Chemistry By Tayyab Awais 23/02/2022 At higher temperatures, both forward and reverse reactions are favoured however, because activation energy for endothermic reactions is greater than the exothermic reaction. This means there will be a greater amount of molecules that can overcome the activation energy barrier for the endothermic reaction, thus favouring it than the exothermic reaction. Catalyst: Catalyst lowers the activation energy for both forward and reverse reactions by the same amount which causes an increase in number of effective collisions and results in an increase in both forward and reverse reactions Adding water (dilution of solutions): shifts equilibrium in the direction of the most particles as less frequent collisions occur. Reaction is less dependent on collisions (fewer particles reacting) occurs to a great extent Adding Inert gas (container volume remains constant): No change in the equilibrium position. No change in concentration of the reacting gases, so no change to the rates of the forward and reverse reactions. Activation energy and heat affecting equilibrium position: Activation energy is the energy required to break chemical bonds, and cause a reaction to take place. Calculating the Equilibrium Constant (Keq): Equilibrium Expression: Homogenous reaction: A reaction which occurs in a single The relationship between quantities of reactants and products at equilibrium Reaction Quotient: Uses the symbol Q Is called the reaction quotient or concentration fraction (quotient – a quantity produced by the division of two numbers) aA + bB ⇌ cC + dD Q = [C]c[D]d / [A]a[B]b Q can be calculated for any reaction mixture at any point Equilibrium Constant: Uses the symbol K and is called the equilibrium constant (Keq) pg. 8 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Keq is only when system is at equilibrium (Q=K) A system will have a constant Keq at a set temperature In general, for chemical reactions at equilibrium: Different chemical reactions have different value of Keq. The size of Keq indicates the proportions (relative amounts) of reactants and products in the equilibrium mixture. For a particular reaction, Keq is constant for all equilibrium mixtures at a fixed temperature. Reaction Quotient and Equilibrium Constant: Both are temperature dependent Only include species for which that the concentration can vary - In a pure state concentration is constant so is not included - Solutions (aq) vary in concentration so are included - Gases vary in concentration so are included - Solids and pure liquids do not vary in concentration in a heterogeneous system (reactants and products not in the same phase) and so are assumed to be 1 (and are not included in the expression) - In a homogenous system (where all substances are in the same phase), solids and liquids are included because relative proportions are important Using Q to determine equilibrium: Q can be used to determine whether a system is at equilibrium. When Q = Keq then the system is at equilibrium. If Q < Keq there are less products than reactants than at equilibrium (numerator smaller & denominator bigger) Forward reaction will then be favoured If Q>Keq there are more products and less reactants than at equilibrium (numerator larger and denominator smaller) Reverse reaction will then be favoured pg. 9 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Size of the Equilibrium Constant: The magnitude of Keq can tell us whether there are more reactant of products in a system at equilibrium. Keq close to 1 (0.1 to 10) there are significant concentrations of products and reactants present at equilibrium Large Keq (Keq>103) concentration of products is much greater than the concentration of reactants reaction goes towards completion equilibrium lies to the right (Keq >1) Small Keq (Keq<10 - 3) concentration of reactants is much greater than the concentration of products reaction only occurs to a small extent equilibrium lies to the left (Keq <1) Unit for equilibrium constants: generally reported without units concentration for all species must be in mol L-1 pg. 10 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Dependency of an Equilibrium Constant on the Equation: The equilibrium constant depends on the equation. If one equation is the reverse of another, then the equilibrium constant are the inverse (or reciprocal) of each other If the coefficients of an equation are doubled, the value of Keq is squared If the coefficients are halved, the value of Keq is the square root of the original Keq R.I.C.E. Table: Useful when trying to calculate the initial or equilibrium concentration of a given reaction Reaction (R) Initial concentration (I) Change in concentration (C) Equilibrium concentration (E) aA + bB ⇌ cC Effects of Temperature on value of Keq: The equilibrium constant provides information about the ratio of products to reactants for a specific reaction at equilibrium at a specific temperature. Only changes in temperature will change the value of Keq, and the temperature is always specified when an equilibrium constant is given. Keq is not affected by the addition of reactants or products, changes in pressure, or the use of catalysts. The effect of a change in temperature on an equilibrium constant depends on whether the reaction is exothermic or endothermic: Increasing the temperature in an exothermic reaction will decrease Keq, as the amount of products present at equilibrium decreases Increasing the temperature in an endothermic reaction will increase Keq, as the amount of products present at equilibrium increases pg. 11 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Experimental Keq calculations: Colourimetry: Colourimetry is a quantitative technique used to measure the difference in the darkness or lightness of the colour of a solution. Coloured solutions absorb light; hence, more light enters the solution than exits it. The amount of light absorbed by the solution is called the absorbance. This is related to the concentration of the solution. The greater the concentration, the greater the absorbance. - The Beer–Lambert law states the quantitative relationship between absorbance and concentration: A = εlc where: A is absorbance – it does not have units since it is a log10 of the ratio between the light entering and light exiting the solution. ε is the molar absorptivity. It is a constant for a particular chemical. It is a measure of the amount of light that a solution containing that chemical absorbs per unit of concentration. The units for molar absorptivity are L mol−1 cm−1. l is the path length of the light through the sample. The path length is measured in cm. In this investigation, you will be using a cuvette with a diameter of 1 cm (hence, l is 1 cm). c is the concentration of the solution. The units for concentration are mol L−1. Since ε and l are constants during the investigation, the Beer–Lambert law indicates that there is a direct relationship between absorbance and concentration: Aαc Keq for different types of chemical reactions: The equilibrium constant can be used to describe more generally the two kinds of dissociation reactions; The dissociation of ionic solutions Dissociation of acids and bases Dissociation reaction is one in which a compound breaks up into two or more parts. Dissociation of Ionic solutions: When a salt is dissolved in water, the crystal is broken down as water molecules draw off the ions (the ions are hydrated). This continues to occur until the solution becomes saturated. pg. 12 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 This now also represents an equilibrium as the rate of dissociation of solid from the crystal, is balanced by the rate of association of the salt (as ions in solution combine to form the solid crystal). Ionic substances dissolve by dissociation. Ion-dipole attractions are formed between the ions and water molecules. Eg. NaCl(s) ⇌ Na+(aq) + Cl-(aq) ΔH = + ve There is a dynamic equilibrium with the ions in a saturated solution. The equilibrium constant for an equation written in this way is called the solubility product Ksp. Since this is a heterogeneous system, the solid is not included on the equilibrium expression. Ksp = [Na+] [Cl-] Dissociation of acids and bases: Equilibrium constants for acids: Acids ionise in water releasing H+ ions (usually in the form of H3O+) and an appropriate anion. The most common types of strong acids are: HCl(aq) + H2O(l) H3O+(aq) + Cl-(aq) HNO3(aq) + H2O(l) H3O+(aq) + NO3-(aq) H2SO4(aq) + 2H2O(l) 2H3O+(aq) + SO42-(aq) The equilibria for the above ionisations lies well to the right, to the extent that we can consider these acids to be completely ionised. Hence the single arrow is used. All of these are strong acids. However not all acids are strong. CH3COOH(aq) H2CO3(aq) + H2O(l) + ⇌ 2H2O(l) H3O+(aq) ⇌ + 2H3O+(aq) CH3COO-(aq) + CO32-(aq) The two acids above are weak acids. They only partially ionise in water and hence an equilibrium is established. The acids are weak because of the low [H+] in the solutions. As for any other equilibrium we can calculate the equilibrium constant. In this case it is given the special symbol Ka and is referred to as the acid ionisation constant. The expression for Ka for the ionisation below: HA ⇌ H+ + Ais: [H+] [A-] pg. 13 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Ka = ———— [HA] Since [H2O] is redundant, it is not used in the calculation of Ka. The smaller the Ka value, the lower the [H+] in the solution, the weaker the acid and also varies with temperature Equilibrium constants for bases: Strong bases include the hydroxides of group 1 and 2 metals, e.g. potassium hydroxide and all strong bases ionise almost completely in solution, so their Kb would be very high Weak bases only partially dissociate in water, they react incompletely with water to form hydroxide ions. This dissociation reaction for ammonia (typical weak base) is: NH3(aq) + H2O(l) ⇌ NH4+(aq) + OH-(aq) The general equation for a base reacting with water is: B(aq) + H2O(l) ⇌ BH+(aq) + OH-(aq) Therefore the general expression for the base dissociation constant for a weak base is: Kb = [BH+] [OH-] [B] pg. 14 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais Module 6: Acid/Base Reactions Properties of Acids and Bases: Nomenclature and Properties of common inorganic acids/bases: IUPAC naming make sure of it such as oxyacids and all that Acids: Acids: A substance that is capable of donating a hydrogen ion (proton). Acid properties: Sour taste Can conduct electricity in solution Dissolve in water to form excess H+ ions Turn blue litmus paper red Common uses for acids: Sulfuric acid is used in car batteries, fertilisers, plastics, dyes, explosives Hydrochloric acid is used to clean metals and bricks Nitric acid is used in fertilisers and explosives Formula HBr H2CO3 HF pg. 15 Common Name Hydrobromic acid Carbonic acid Hydrofluoric acid 23/02/2022 HSC Chemistry Notes HI H2S HNO3 HNO2 H3PO4 H2SO4 HCl Yr 12 Chemistry By Tayyab Awais 23/02/2022 Hydroiodic acid Hydrogen sulphide Nitric acid Nitrous acid Phosphoric acid Sulphuric acid Hydrochloric acid Bases: Base: A substance capable of accepting a hydrogen ion (proton). Base properties: Have bitter taste Soapy feel Neutralise the effects of acids Can conduct electricity in solution if base is soluble (alkali) Turns red litmus blue Bases are used in household cleaners, soaps, toothpaste and detergents. Bases Common Name Sodium hydroxide Ammonia Ammonium Hydroxide Calcium Hydroxide Magnesium hydroxide Sodium carbonate Potassium hydroxide Lithium hydroxide NaOH NH3 NH4OH Ca(OH)2 Mg(OH)2 Na2CO3 KOH LiOH Use of indicators as illustrators: Indicator: A substance that changes colour when it comes into contact with a solution with a difference pH. ` How indicators work: Most indicators are weak acids or bases. Hind(aq) ⇌ H+(aq) + Ind-(aq) Molecule (Colour 1) ⇌ Hydrogen Ion + Anion (colour 2) Changes in [H+] will shift the equilibrium I. For low PH (High [H+]) Equilibrium will lie towards LHS and observed colour will be colour 1 II. For High pH (low [H+]) Equilibrium will lie towards RHS and observed colour will be colour 2 Indicator Methyl orange Bromothymol blue Phenolphthalein pg. 16 Colour at lower pH Red Yellow Colourless Colour at high pH Yellow Blue Pink pH of colour change range 3.1 – 4.4 6.0 – 7.6 8.3 – 10.0 HSC Chemistry Notes Yr 12 Chemistry Methyl red Litmus Phenol red Red Red Yellow By Tayyab Awais Yellow Blue Red 23/02/2022 4.8 – 6.0 4.5 – 8.3 6.8 – 8.4 Universal indicator: A mixture of different indicators that displayed a range of colours over the pH range of 1-14 when added to solution. Limitations of Indicators: Provide only an approximate pH Cannot identify the strength of the acid or base Destroys/contaminates solutions Uses of indicators: They are used for testing: soil, swimming pools, aquariums and the end point of quantitative acid-base reactions. Products of acid reactions: Acid and Bases: When an acid reacts with a base, they form salt and water compounds (also called neutralisation reaction). If the right amount of acid and base are reacted, the resulting solution will be neutral. Neutralisation reaction written as; Acid + Base Salt + Water E.g. NaOH(aq) + HCl(aq) H2O(l) + NaCl(aq) 2HCl(aq) + Ba(OH)2(aq) 2H2O(l) + BaCl2(s) Acid + Metal oxide/hydroxide: Acid + Metal Oxide/Hydroxide Salt + Water E.g. 2HCl(aq) +MgO(s) MgCl2(aq) + H2O(l) Ammonia is a separate case. Acid and carbonate: When an acid and carbonate react, they produce salt, water and carbon dioxide. Acid + Carbonate Salt + Carbon dioxide + Water E.g. 2HCl(aq) + Na2CO3(aq) 2NaCl(aq) + H2O(l) + CO2(aq) CuCO3(aq) + H2SO4(aq) CuSO4(aq) + H2O(l) + CO2(g) Acid and metal: When an acid and metal react, they produce a salt and hydrogen gas according to the equation; Acid + Metal Salt + Hydrogen gas pg. 17 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 E.g. H2SO4(aq) + Mg(s) MgSO4(s) + H2(g) 2HCl(aq) + Mg(s) MgCl2(aq) + H2(g) Everyday applications of neutralisation reactions: Industrial purposes: Industrial treatment of water uses several neutralisation stages. - Water is made alkaline for the cleaning process, then completely neutralised before it is consumed. Human body: In stomach, acids are used to break apart the food fer nutrients. When those nutrients move into the intestines, an alkaline environment is preferred. Thus, the pancreas produces a basic substance to neutralise the stomach acid. Antacids (Medical): Condition called acid reflux causes acid from stomach to rise into oesophagus causing burning sensation called heartburn. To neutralise the acid, people take antacids containing base magnesium hydroxide or sodium bicarbonate. Enthalpy of neutralisation reactions: The enthalpy of neutralisation is the thermal energy change in the reaction when an acid and a base reaction react to form 1 mol of water under standard conditions. H+(aq) + OH-(aq) H2O(l) ∆H(neut) = -57kJmol-1 at 25⁰C. Reaction is exothermic because it results in the formation of a new covalent bond between the hydrogen and oxygen as water molecules form. Measuring energy released by a neutralisation reaction: q = mc∆T , where; q = energy m = mass (g) c = specific heat capacity ∆T = change in temperature Change in Enthalpy formula; ∆H = −𝑞 𝑛 Changes in definitions and models of acids and bases: Acids and bases were originally differentiated based on their basic properties such as taste and texture. Later on, scientists began defining acids based on their chemical properties. Year Scientist(s) 1884 Svante Arrhenius pg. 18 Acid definition Acids are substances that produce hydrogen ions (H+) when in water. Base definition Bases were substances that when ionised in water, would produce Limitations Bases such as ammonia and sodium carbonate do not contain a hydroxide group. Only applies to aqueous solutions HSC Chemistry Notes 1923 Yr 12 Chemistry Acids are strong if they ionised completely in water and weak if ionised only slightly Johannes Brönsted Acids/Bases are defined by their role in a reaction. An acid-base reaction is a protontransfer process. Acids are proton doners. An acid must contain H in its formula. By Tayyab Awais 23/02/2022 hydroxide ions (OH-). Bases are proton acceptors. A base must contain an atom with a lone pair of electrons to bind to the H+ ion. and didn’t explain neutralisation reaction in the gas phase. Couldn’t explain the reactions between acidic oxides and basic oxides. Unable to explain why some molecules (e.g. BF2) is an acid/base as it does not have any H+ Amphiprotic substances: Amphiprotic: The ability of a substance to act as both an acid and a base. Water is a common amphiprotic substance. - When acids react with water, hydronium (H3O+) ions are produced. When bases react with water, hydroxide (OH−) ions are produced. HCl(g) + H2O(l) → Cl- (aq) + H3O+(aq) NH3(aq) + H2O(l) NH4+(aq) + OH-(aq) E.g. Monoprotic Acids: Monoprotic acids can only donate 1 proton. e.g. HF + H2O F- + H3O+ Diprotic Acids: Can donate 2 protons. e.g. Step 1: H2SO4 + H2O H2SO4- + H3O+ Step 2: HSO4 + H2O SO4-2 + H3O+ Triprotic Acids: Can donate 3 protons. e.g. pg. 19 Step 1; H3PO4 + H2O H2PO4- + H3O+ Step 2; H2PO4- + H2O H2PO4-2 + H3O+ Step 3; H2PO4-2 + H2O PO4-3 + H3O+ HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Polyprotic acids are acids that can donate 2 or more protons. Using Brønsted–Lowry Theory: pH of a range of acids and bases: Stronger acids have a low pH Stronger bases have a high pH pH and pOH: The pH and pOH scales have been developed to measure the acidity or basicity of substances/solutions. pH scale: Is a measurement of the acidity of solution based on the number of hydronium ions [H+] present. The term pH stands for hydrogen power. It pH = -log[H+] or [H+] = 10-pH A change in pH of one unit corresponds to a tenfold change in [H3O+]. - E.g. A solution with a pH of 2 has 10 times the concentration of hydronium ions as one with a pH of 3 pOH scale: Is a measure of the basicity of solutions based on the oxide ions [OH-] concentration present. pOH = -log[OH-] or [OH-] = 10-pOH pH + pOH = 14 [H+] x [OH-] = 10-14 pH and pOH of acidic and basic solutions: Question: Calculate the pH and pOH of a substance in which the concentration of H3O+ is 0.14 M (2 d.p.) pg. 20 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 pH = -log[H3O+] = - log0.14 = 0.85 pH + pOH = 14 0.85 + pOH = 14 ∴ pOH = 14- 0.85 = 13.15 Uses of pH to indicate the difference between the strength of acids and bases: Ionic equations to represent the dissociation of acids and bases in water, conjugate acid/base pairs in solution and amphiprotic nature of some salts: Dissociation of acids and bases in water: Acid: HA(aq) + H2O(l) ⇌ H3O+(aq) + A-(aq) ∴ proton donor Hydronium ion (H3O+) produced when a hydrogen ion (H+) attaches to a water molecule. E.g. HCl + H2O Cl- + H3O+ Base: B(aq) + H2O(l) ⇌ BH+(aq) + OH-(aq) ∴ proton acceptor E.g. NaOH + H2O NaOH2 + OH- H3O+(aq) ⇌ H2O(l) + H+(aq) (Called ionisation reactions) Acids + Bases and their Conjugates: A conjugate acid/base pairs are two molecules or ions that differ by one proton (H+). When an acid donates a proton, one of the products will be a base. When a base donates a proton, one of the products will be an acid. Acid and its conjugate: Acid proton + base E.g. NH4(aq)+ H+ + NH3(aq) The stronger the acid, the weaker the conjugate base The weaker the acid, the stronger the conjugate base Base and its conjugate: Base + proton acid E.g. F + H+ HF The stronger the base, the weaker the conjugate acid The weaker the base, the stronger the conjugate base Overall: - Acid + Base ⇌ conjugate base + conjugate acid Amphiprotic nature of salts: pg. 21 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Amphiprotic substance are those that can act both as both a proton donor and acceptor, depending on the substance it has been introduced to. Water (H2O): - As a proton donor: Cl- + H2O(l) HCl(aq) + OH- As a proton acceptor: NH4+(aq) + H2O(l) NH3(aq) H3O+ Hydrogen Carbonate (HCO3-): - As a proton donor: HCO3- CO2-3 + H+ - As a proton acceptor: HCO3- + H+ H2CO3 (aq) Dihydrogen phosphate (H2PO4-): - As a proton donor: H2PO4- HPO42- As a proton acceptor: H2PO4 + H+ H3PO4 (aq) Models/animations to show differences between strong, weak, concentrated and dilute acids and bases: Strong and weak acids (Concentrated and dilute acids): Acid strengths are determined through measuring the extent to which they dissociate in a solution Strong Acid: Strong acids dissociate completely in solution (total ionisation) Represented with one sided arrow () - E.g. HCl H+ + Cl Examples of strong acids; HCl, H2SO4, HNO3 , HClO4, HClO3 Weak Acid: Weak acids dissociate partially in solution, forming some ions and some original acid particles Represented with equilibrium arrow (⇌) Examples of weak acids; H2SO3, CH3COOH, HNO2, H2CO3, H3PO4 Modelling Strong and weak acids (Concentrated and dilute): pg. 22 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Module 7: Organic Chemistry Nomenclature Nomenclature: Is a system of names or terms, or the rules for forming these terms. IUPAC: International Union of Pure and Applied Chemistry is the universally recognised authority on chemical nomenclature and terminology. Naming Organic Compounds: All life on Earth is based on carbon compounds, operating within an aqueous (water) environment. Organic chemistry is the study of compounds on carbon, called organic compounds Carbon contains six electrons (2,4 configuration), meaning it can form four covalent bonds Carbon is a non-metallic chemical element found in group 14 of the periodic table Bonding in Carbon Compounds: pg. 23 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Representing Organic Molecules: Molecular Formulae: indicate the number and type of atoms of each element present in a molecule, however they do not indicate how the atoms are arranged. E.g., C2H6O Structural Formulae: show the spatial location of atoms relative to one another as well as the number and location of covalent bonds, following the VSEPR theory. Condensed Structural Formula: show the atoms that are connected to each carbon atom but do not show the bonds. Shown down below pg. 24 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Functional Groups: A specific group of atoms, within a molecule, that is responsible for the chemical reactions of that molecule. Functional groups are attached to the hydrocarbon ‘backbone’ of organic molecules. Hydrocarbons: Hydrocarbons are organic compounds containing only carbon and hydrogen atoms Homologous Series: Homologous Series: Each family of hydrocarbons. Homologous means that all members of a series have something in common – they share a general formula and a special feature or functional group. Similar structures Similar chemical properties The same general formula A pattern to their physical properties Saturated vs Unsaturated Organic Compounds: Saturated: A saturated organic compound only contains single bonds between carbon atoms Unsaturated: An unsaturated organic compound are hydrocarbons that have double or triple covalent bonds between adjacent carbon atoms Naming Carbon Atoms Rule: Number of Carbon Atoms 1 2 3 4 5 6 7 pg. 25 Prefix MethEthPropButPentHexHept- HSC Chemistry Notes 8 Yr 12 Chemistry By Tayyab Awais 23/02/2022 Oct- Naming Organic Compounds: Alkanes: Carbon compounds containing single bonds Alkanes are saturated ALKANE Formula: CnH2n + 2 Stem; Length of the carbon chain Suffix; Family of alkane compounds end in ‘-ane’. Alkenes: Hydrocarbons with a double bond between a pair of carbon atoms Unsaturated hydrocarbons- reactive double bonds ALKENE Formula: CnH2n where n>1 Stem; Number of carbon atoms Suffix- Family compound of alkenes ends in ‘-ene’ Naming Alkenes: Identify the longest continuous chain of carbon atoms Location of double bond shown by putting in front of the name the number of the carbon atom at which the double bond starts Numbering begins from the end that minimises the number for the double bond pg. 26 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Alkynes: Hydrocarbons with at least one CΞC triple bond Unsaturated hydrocarbons- Reactive triple bond ALKYNE Formula: CnH2n-2 Where n>1 Stem; Length of the carbon chain Suffix: Family of alkynes compounds end in ‘-yne’. Chain numbered from the end that gives the position of the triple bond its lowest number pg. 27 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Alkyl Groups: An alkyl group is an alkane molecule with one hydrogen atom missing that can be part of another molecule These are called branched chain hydrocarbons (or side chains) Alkyl group examples: Methyl; ‘-CH3’ Ethyl; ‘- CH2CH3’ Propyl; ‘-CH2CH2CH3’ Butyl; ‘- CH2CH2CH2CH3’ RULES for naming hydrocarbons with alkyl groups: 1. Find the longest carbon chain and select the appropriate name as per previous naming. (Longest chain doesn’t have to be straight) (Do not include side chains in carbon count). 2. Name the side chains and list them in alphabetical order. 3. Number the longest chain so as to minimise numbers that match positions of alkyl groups. Alcohols: Alcohols are organic compounds containing the hydroxyl functional group (-OH). Attached to a saturated carbon atom Names of all alcohols have the suffix ‘-ol’ General formula for alcohols is CnH2n+1OH Naming Alcohols: pg. 28 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 For alcohols, replace the -e of the hydrocarbon with the -ol at the end of the hydrocarbon name Indicate position of the hydroxyl group with a number before the -ol ending Types of alcohols: Alcohols are classified according to how many alkyl groups are attached to the carbon bonded to the hydroxyl group pg. 29 Three different types of alcohols are - Primary: The -OH group is attached to one carbon only, the end (terminating) carbon - Secondary: The -OH group is attached to one carbon which is also bonded to two other carbons - Tertiary: The -OH group is attached to one carbon that is also bonded to three other carbons HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Aldehydes: Apart of the carbonyl functional group and is always at the terminal (end) of the hydrocarbon chain Called ‘Alkanals’ with the general structure of; R can be denoted as a hydrogen or a hydrocarbon group Aldehydes are written as ‘-CHO’ at the end of the condensed structural formula Suffix: ‘-al’ General formula for aldehydes: pg. 30 CnH2nO HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Carbonyl Functional group: A functional group composed of carbon atom double-bonded to an oxygen atom: C=O Ketones: Apart of the carbonyl functional group (C=O) that is within the carbon chain and is never on the terminal of the carbon chain. Called alkanones with the general structure: Both R1 and R2 stand for the hydrocarbon group Ketones are written as ‘-CO-‘ in a condensed structural formula Suffix: ‘-one’ General formula for ketones: CnH2nO pg. 31 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Carboxylic Acids: Carboxylic acids comprise a homologous series of molecules that contain the carboxyl functional group with the structure Made up of a carbonyl group attached to a hydroxyl group The carboxyl functional group is represented in a condensed structural formula as ‘-COOH’ and must be on the terminal carbon Because of the presence of the C=O attached to the same carbon, the –OH bond in the hydroxyl group becomes more polarised and will ionise in water forming hydronium ions. - This is why they are called acids. However, they are weak acids because the degree of ionisation is typically less than 1% or less. Suffix: ‘-oic acid’ General formula for carboxylic acids is: CnH2n+1COOH. pg. 32 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Naming Carboxylic Acids: Same rules as for alkanes except suffix ‘-e’ changes to ‘-oic acid’ The carbon atom double bonded to the oxygen is always counted as carbon 1 Amines: A homologous series that contains the amino functional group (-NH2) Amino functional group: Consisting of one nitrogen atom covalently bonded to two hydrogen atoms Ends with the suffix ‘-amine’ Amines are widely found in nature as amino acids which are the building blocks of proteins. Naming amines: For amines, replace the -e of the hydrocarbon with the -amine at the end of the hydrocarbon name Indicate the position of the amino group with a number before the -amine ending pg. 33 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Chain alkyl groups that are attached to the N-substituents are written as ‘N-alkyl’ or ‘N, N-dialkyl’ - E.g. N-methyl, N-propyl, etc. Do we need to know primary, secondary and tertiary amines? Amides: Amides are derivates of carboxylic acids and are formed when the -OH group of the acid is replaced by an amine (-NH2) pg. 34 The amide functional group is represented in a condensed structural formula as ‘-CONH’ HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Halogenated Organic Compounds: Haloalkanes: A molecule derived from an alkane, in which one or more hydrogen atoms are replaced with halogen atoms Halogen: An element in Group 17 of the periodic table; Halogens have seven valence electrons so they can form a single covalent bond with carbon atoms Halo functional Group: A functional group that consists of halogen atoms bonded to the carbon chain. The halo functional groups are named Fluro-, chloro-, bromo- and iodo-. Halogen Fluorine Chlorine Bromine Iodine Naming Haloalkanes: pg. 35 Functional Group Name FluroChloroBromo Iodo- HSC Chemistry Notes Yr 12 Chemistry 1. Place the name of the halo group at the start 2. If position isomers present, use numbers to indicate which carbon halo group is attached to 3. Number carbons of the parent chain beginning at end closest to halo group 4. If there is more than one of the same type of halogen, use the prefix “di”, “tri” or “tetra” to show numbers 5. If more than one halo group present, list in alphabetical order Overview of IUPAC organic nomenclature: Summary of IUPAC rules: Naming Conventions: pg. 36 By Tayyab Awais 23/02/2022 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 o Organic molecules with more than two functional groups: If two functional groups are the same, a multiple (di-, tri, etc.) is used If different, you will need to look at which function group has the highest priority - Highest priority functional group is assigned the lowest possible number and the suffix for the functional group is used in the name - The lower priority functional group is indicated by a prefix or alternative name pg. 37 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Structural Isomers: Structural Isomers: Structural isomers are compounds that have the same molecular formula but different structural formulae Isomers can have different physical and chemical properties Different Types of structural isomers include; - Chain isomers - Position isomers - Functional group isomers Chain Isomers: An isomer of an organic molecule resulting from a branching of the hydrocarbon chain They differ based on the carbon chain that forms the backbone Position Isomers: An isomer that arises from having the functional group on a different location on the carbon chain They differ based on the based on the location of the functional group and can also occur when multiple bonds are in different locations (e.g., double or triple bonds etc.) pg. 38 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Functional group Isomers: An isomer that arises from having different functional groups but same molecular formula (EXTRA) Geometric Isomers: each of two or more chemical compounds having the same molecular formula but a different geometric arrangement; Hydrocarbons ● construct models, identify the functional group, and write structural and molecular formulae for homologous series of organic chemical compounds, up to C8 (ACSCH035) : – alkanes – alkenes – alkynes Properties and structures of organic chemical compounds: Physical and chemical properties of hydrocarbons are heavily determined by the intermolecular forces and the shape of the molecules Hydrocarbons generally have a low boiling and melting points as dispersion forces are weak, so easy to separate molecules Are also usually non-conductors of electricity pg. 39 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Intermolecular forces: attractive forces between molecules Intramolecular forces: covalent bonds joining atoms together in the molecule Alkanes and alkenes contain three types of bonds within the molecules which are all non-polar covalent: - Single C-C bonds - Double C=C bonds - C-H bonds Branched molecules have weaker dispersion forces between the molecules because they do not pack as closely, so their BP are low than straight—chain hydrocarbons Physical properties of Alkanes: Reactivity of alkanes is quite low, however the smaller the alkane is, the more reactive it will be - E.g. Methane is more reactive than octane Boiling points for alkanes: - Because alkanes are non-polar, meaning the only intermolecular forces are weak dispersion forces between them - As the length of the carbon chain increases, the overall dispersion forces increase between the molecules because more electrons are available to create a stronger temporary dipole force - Thus, for alkanes, the boiling point is directly proportional to size of alkane molecule Melting points of alkanes: - Melting points of alkanes generally follow the same trend as boiling points, with a few exceptions - Melting points of straight-chain hydrocarbons increase as the number of carbon atoms increase but is dependent whether there are odd or even number of carbons If even, carbon atoms pack more efficiently in the solid state, meaning more energy is required to melt the compound (high MP) If odd, then the compound will have lower MP compared to even Physical Properties of alkenes and alkynes: Boiling point: Alkenes and alkynes are non-polar so the forces of attraction between them are only weak dispersion forces, just like alkanes Members of these homologous series have relatively low BP, similar to their corresponding alkane pg. 40 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Boiling points for alkenes and alkynes also increase with the molecular size as the strength between molecules increases Melting Point: Alkenes and alkynes melting points follow a similar pattern to an alkane’s melting points, carbon chain increase then melting point increases. For alkynes, the position of the triple bond can greatly affect melting points as the shape of the molecule changes - E.g. Isomers such as but-1-yne and but-2-yne have melting points at -122 °C and -24 °C, a difference of nearly 100 °C Physical Properties of Haloalkanes: Boiling point: Haloalkanes are polar as halogens are very electronegative The polarity (presence) of haloalkanes allows for dipole-dipole intermolecular forces to also occur. With dipole-dipole forces stronger than dispersion forces, boiling points of haloalkanes are generally higher than their corresponding hydrocarbon Melting Point: Melting point for haloalkanes are higher compared to hydrocarbons just like boiling point due to the polar halogen-carbon bonds present in the compounds Solubility in Water: Alkanes, alkenes and alkynes are insoluble in water as they are non-polar. This is because water molecules are polar and are held by strong hydrogen bonds meaning only polar substance can dissolve with water (mix). Weaker dispersion forces between molecules means that they don’t pack as closely as water molecules that have strong hydrogen bonds Haloalkanes are slightly more soluble than hydrocarbons in water due to the presence of polar halogencarbon bond meaning they are relatively insoluble as the dipole-dipole interactions are very small The longer the carbon chain is, the less soluble it is as the influence or effect of the halogen-carbon bond decreases pg. 41 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Shape of molecules: Molecular shape also affects the strength of dispersion forces and by extension BP and MP Conventions for reading shapes of molecules are that Dotted bonds indicate that the bond goes ‘backwards’ (i.e. into the page) Wedged bonds indicate that the bond goes ‘forwards’ (i.e. out of the page) geometrical arrangement Bond Type of atoms present Structure bond angles example ethane tetrahedral single 109.5° Trigonal planar double 120° ethene linear triple 180° ethyne Safety Handling of Organic substances: Alkanes – C1 to C8 extremely flammable and toxic Low boiling point of alkanes gives rise to high volatility of liquid alkanes – if container left open liquid can evaporate quickly and form a flammable or explosive mixture with air. Precautions: 1. Use well maintained cylinders and fittings for gaseous hydrocarbons pg. 42 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 - Methane and ethane (and natural gas) 2. Add odours for detection of leaks - natural gas and LPG given smell so they can be detected 3. Use sturdy containers for liquids - store in metal rather than plastic with narrow mouth 4. Minimise quantities 5. Warning signs Environmental, Economic and Sociocultural implications of hydrocarbons from the Earth: Organic substances are all around us both in nature and produced synthetically Many man-made products we use every day are derived from organic compounds - Flavorings - Colorings - Pesticides - Polymers - Plastics - Dyes - Medicines While the use of hydrocarbons has provided society with many benefits, there are also various negative consequences related to use of hydrocarbons - Burning of fossil fuels results in smog, acid rain, the destruction of natural ecosystems and climate change pg. 43 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Products of reactions involving hydrocarbons Alkanes undergo substitutions and combustion reactions Alkenes and alkynes undergo addition and combustion reactions Addition Reaction: Alkenes and alkynes are highly reactive due to the presence of the double bond or triple bonds, meaning their bonds are weaker and easier to break. Many substances will react with alkenes by opening their double bonds to form two single bonds, a reaction called addition reaction. No atoms are left over in the addition reaction Substances such as hydrogen (H2), water (H2O), hydrogen halides (HX) or halogens (X2) are reacted with an alkene or alkyne and all of the atoms of the molecule are added to the alkene/alkyne structure Addition of Hydrogen: When hydrogen gas (H2) is added, unsaturated hydrocarbons will react to incorporate the additional hydrogen atoms into the molecule. This process is called ‘hydrogenation’. Requires a metal catalyst such as e.g., Ni, Pt, Pd, Rh. Alkynes are converted to alkenes. Alkenes are converted to alkanes pg. 44 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais Addition of Halogens: Halogens (X2) react with the unsaturated hydrocarbons due, and this type of reactions is called ‘halogenation’ Due to the reactivity of the halogens, no catalyst is required pg. 45 Types of halogens - Fluorine - Chlorine - Bromine - Iodine 23/02/2022 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Addition of Hydrogen Halides: Hydrogen halides (HX) are molecules with a hydrogen atom and a halogen atom like F, Cl, Br, I. Reaction called ‘halohydrogenation’ Addition of Water: Water will only react with unsaturated hydrocarbons under acidic conditions, meaning a dilute sulfuric acid catalyst is required. This reaction is called hydration pg. 46 When water is added to an alkene, one of the hydrogens from the water molecules attaches to one carbon and the remaining, -OH attached to the other carbon. Addition of water to an alkyne will produce a ketone and is catalysed by Mercury (II) compounds and sulfuric acid - Exception is that hydration of ethyne that produce ethanal since a ketone cannot form with only two carbons in the main chain HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Important notes on addition reactions: 1. When a symmetrical reagent (e.g., H2 or Cl2) is added, the product of the reaction has the same group added to each carbon. 2. When an asymmetrical reagent (e.g., H2O or HBr) is added to a symmetrical alkene there is only one possible product. However: 3. When an asymmetrical reagent (e.g., H2O or HBr) is added to an asymmetrical alkene, there are two possible products. In reality, one product dominates. pg. 47 Markovnikov’s rule states that the hydrogen atom will predominantly add across the double bond to the carbon that already has the greatest number of hydrogen atoms, creating a major and minor product. HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Substitution Reaction: Substitution reaction occurs when an atom or a functional group in a molecule is replaced of ‘substituted’ by another atom or group. Alkanes are saturated hydrocarbons and undergo substitution reaction with halogens to produce haloalkanes. This reaction must be initiated by ultraviolet (UV) light as saturated hydrocarbons are unreactive pg. 48 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Combustion Reaction: Alkanes are very good fuels and burn easily in air in an exothermic reaction Alkanes which burn in excess oxygen go through complete combustion • Alkenes also burn in an excess of oxygen to from carbon dioxide and water Alcohols Properties and Structural Formulae for types of alcohols: Alcohols are polar covalent bonds due to the presence of the hydroxide group The most common alcohol is ethanol – a colourless liquid with a faint, sharp odour. It is the key ingredient in alcoholic beverages. Ethanol is a primary alcohol, and it looks like this. Properties and structural formulae for primary, secondary, and tertiary alcohols is listed above on page 6 under nomenclature subtopic. Properties of Alcohols: The polar covalent bond in the -OH group creates a charged dipole and strong hydrogen bonding exits between the molecules pg. 49 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Alkanols are inflammable, and can be used as fuels, although their energy content is not as high as alkanes Boiling Points: Alcohols have considerably higher boiling points than corresponding alkanes due to the presence of hydrogen bonds between alcohols molecules. Boiling point of methanol is more than 200 degrees higher than the boiling point of methane NOTE: Graph not totally accurate with figures of boiling points but general trend is correct Effect of carbon chain length on boiling point: As molar mass of molecules increases; the boiling points increase due to the increasing dispersion forces. Two factors to consider: Similar to alkanes, branching reduces the strength of dispersion forces The position of the hydroxyl group within the molecule affects the strength of hydrogen bonding. - The more ‘crowded’ the hydroxyl group is, the weaker the hydrogen bonding resulting in lower boiling points - Due to this, boiling points of these alcohols decrease in the sequence from primary, secondary then the tertiary alcohol Solubility in Water: pg. 50 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Alcohols with short hydrocarbon chains dissolve (1-3 carbon atoms long) (are soluble) in water due to alcohols being very polar Hydrogen bonds form between the partially positive hydrogen atom of the hydroxyl group and the lone-pair electrons of an adjacent water molecule There is also an also attraction between the partially positive hydrogen within the water molecules and the lone-pair electrons on the alcohol molecules Effect of the chain length on solubility: The solubility of alcohols in water decreases with the increasing length of the hydrocarbon chain as the non-polar nature of the molecule increases, reducing solubility. - Smaller alkanols can form hydrogen bonds with water bonds, allowing it to be miscible. - “Only dispersion forces occur between hydrocarbon chain and water molecules, which are not as strong as hydrogen bonds.” Alkanols are excellent solvents as they can dissolve many water-soluble (polar) solutes, but also many non-polar substances which do not dissolve well in water. - Main reason why ethanol is widely used in industries to dissolve reagents, pharmaceuticals and food chemicals. Equations and Reactions of Alcohols: Combustion: Alcohols (alkanols) easily undergo combustion reactions with oxygen. In a complete combustion, carbon dioxide and water is formed as long as there is enough oxygen supplied. In a limited oxygen reaction, carbon monoxide (CO) and soot (Cs) may also form. As the chain length increases, there is a noticeable tendency towards incomplete combustions Petrol contains 10% of ethanol because it combusts easily and completely Ethanol + Oxygen Water + Carbon dioxide Dehydration: Dehydration is the removal of water from the chemical structure, specifically from the alcohol functional group and an adjacent carbon’s hydrogen. Concentrated phosphoric (H3PO4) or sulfuric acid (H2SO4) are used as dehydrating agents. pg. 51 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Substitution of HX: Substitution (removal) of one functional group and replacement with another group. Removal of -OH hydroxyl group forming water and the halogen atom replacing the -OH group. An acid catalyst is required In reactions with hydrogen halides, tertiary alcohols are most reactive and will have very fast reactions with HX. - Secondary alcohols are less reactive, with primary alcohols even less reactive. Methanol is particularly difficult to react with HX. The hydrogen halide reactivity in this reaction increases as you go down the halogen group. - HF is very difficult to react, while HI is the most reactive of the HX compounds. Oxidation: A reaction in which a chemical substance loses electrons. Mild oxidants that can be used to oxidise alcohols (alkanols) include Chromium trioxide (CrO3). Strong oxidants include acidified Potassium permanganate (KMnO4) and Potassium dichromate (K₂Cr₂O₇) Oxidation of primary alcohols: Using a mild oxidant (H+/ CrO3), oxidising a primary alcohol (alkanol) will form an aldehyde (-CHO) functional group. If a strong oxidant such as (H+/KMnO4), then the alkanal will oxidise to produce an alkanoic acid (carboxylic acid). pg. 52 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Oxidation of Secondary Alcohols: Oxidation of secondary alcohols results in the formation of ketones (alkanones) using a mild or strong oxidising agent. The alkanones cannot be further oxidised. Alkanones contain the carbonyl functional group (C=O). Oxidation of Tertiary alcohols: Tertiary alcohols are resistant to reactions with an oxidising agent, meaning tertiary alcohols cannot be oxidised. This is because the carbon atom that carries the OH group does not have a hydrogen atom attached but is instead bonded to other carbon atoms, meaning No reaction as no C-H bond to break to result in increase of C-O bonds Production of Alcohols: Alcohols are prepared in various ways depending on the purpose for the alcohol and are prepared through Substitution reactions of haloalkanes Fermentation of carbohydrates For alcohols in beverages and biofuels, fermentation is used while industrial alcohols are produced by substitutions of haloalkanes. Substitution reactions of halogenated organic compounds: A substitution reaction can occur in a haloalkane where there is a highly polar bond between the carbon and the halogen. The carbon which carries a partially positive charge can be ‘attacked’ by a negatively charged species. pg. 53 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 This can occur with the hydroxide ion from aqueous sodium hydroxide. An alcohol will be formed because the halogen will be replaced with the hydroxyl group in the substitution reaction. It is also possible for haloalkanes to undergo substitution reactions with water to form alcohols. This reaction occurs much more slowly and requires a catalyst. Aqueous solutions of strong bases such as sodium hydroxide, NaOH (aq), or potassium hydroxide, KOH(aq), are good sources of hydroxide ions for the reaction. Fermentation of Carbohydrates: Fermentation is the simple process of converting simple sugars like glucose into ethanol in an anerobic environment to make fuels or alcoholic beverages. Many different alcohols can be made but ethanol is the most common one Conditions for fermentation: Temperature – 15-30 degrees Celsius, too low no reaction, too high enzyme denatured Absence of Oxygen – ethanol will be oxidized in the presence of oxygen Catalyst- Yeast: - Glucose passes through the cell walls of the yeast where it is then used by the organism to produce energy through normal metabolic pathways. The yeast will then produce ethanol as a by-product of these processes and is excreted out the yeast along with carbon dioxide. pg. 54 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Fossil fuels and biofuels: Fuels contain chemical energy that is relatively easily released as a useful source of energy. Energy sources can be classified in terms of their renewability. Non-renewable resources are resources that are used at a rate faster than they can be replaced. Examples are fossil fuels, which include coal, crude oil, petroleum gas and coal seam gas. Renewable resources are resources that can be continually replaced, or which do not involve the consumption of the resource. Examples are wind, water, tides, biomass, and solar energy. Biofuels, such as bioethanol, biogas and biodiesel, are fuels obtained from living systems. Energy Output Cost Transport Source Renewable or Nonrenewable Table below not necessary to revise it Petrol LPG pg. 55 Natural Gas Biogas Bioethanol Biodiesel Non-renewable Non-Renewable Non-Renewable Renewable Renewable Renewable *Comprised of hydrocarbons extracted from crude oil *Produced during the crude oil refinery process or extracted from natural gas pockets in the Earth *Harvested from underneath the earth through oil wells *Sourced from agricultural crops (energy crops) such as sugar cane, corn etc. Comprised of ester extracted from vegetable oils and animal fats *Easily transportable * Transported via Pipelines, tankers or rail cars *Transported in liquid form *Transported via tanker ships, trucks, and rail way networks *Transported in the form of liquified gas *Transported mainly via pipeline networks or through ships * Travels in gas form in pipelines or in liquified state (LNG) for easier transport e.g. ships etc *Made from the breakdown of Disposable organic matter *Sewage farms and rubbish tips *Transported through pipeline networks, trucks or tankers *Transported through railway networks and trucks *Transport ed in large amount via ships, trucks and railway networks Petrol prices fluctuates heavily depending on the economic availability *48 kJg-1 *Low cost for using LPG * $ 1.073 per litre (AUS) *3 per cubic foot *$0.22-0.39 USD *Minimal expenses for biogas $1.45-1.04 USD $0.63/L *50-51 kJg-1 *54-56 kJg-1 *26 kg/g-1 29.6 kJ.g-1 *41 kJ.g-1 HSC Chemistry Notes Environ -mental Impact * Contributes a lot to air pollution and the greenhouse effect * Pollutes harmful chemicals affecting global temperatures and biodiversity Yr 12 Chemistry *More environmentally friendly then petrol but still procures CO2 emissions * Can be still extracted through conventional means, damaging the environment such as mining etc. By Tayyab Awais * Emits CO2 emission into the environment, impacting biodiversity * Contributor to global warming as well *Overall reduced methane emissions from occurring * Reduces waste disposal in landfills, reducing contamination of soil horizon as well. * 21 times more effective than 23/02/2022 * Reduces greenhouse gasses by around 15% *Requires lots of land, resulting in land deforestation etc and land use change A *Overall produces less CO2 than diesel * Contribute s less to Green House Gases * Reactions of Organic Acids and Bases Structure and Properties of Functional groups: Boiling Properties: Presence of hydrogen bonds between molecules causes higher boiling points for carboxylic acids, amines and amides, resulting in major impacts on physical properties. Boiling point for amines: The presence of highly polar nitrogen-hydrogen covalent bonds in amines result in strong hydrogen bonds The strength of strong hydrogen bonds explain its high MP and BP compared to alkanes of the same size Oxygen is more electronegative than nitrogen, so the difference in electronegativity between oxygen and hydrogen is more than nitrogen and hydrogen resulting in weaker polar bonds of N-H in amines compared to O-H bonds in alcohols. - Therefore, amines have lower boiling and melting points than alcohol due to weaker intermolecular forces. Boiling points for Amides: Amides have much higher boiling points than related amines because they have more atoms that can donate or accept hydrogen bonds Strong hydrogen form between the non-bonding electron pairs on the oxygen atom of one molecule and the partially positive hydrogen atom on a neighbouring molecule pg. 56 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Why do amides have a higher BP than carboxylic acids? - Primary amides have more hydrogen atoms bound to a nitrogen which allows for more hydrogen bonding - Amides have resonance structures which create ionic charges at the carbonyl oxygen atom and amide nitrogen atom. Boiling Points for Carboxylic Acids: Dimer: a molecule composed of two identical subunits that may be molecules, joined by strong intermolecular forces, such as hydrogen bonds. The two molecules of a carboxylic in the liquid state can form dimers in which between the molecules connected by strong hydrogen bonds The resulting dimer produced has a molar mass that is double that of a single carboxylic acid molecule, resulting in stronger dispersion forces Dispersion forces and hydrogen bonds between molecules result in a higher boiling and melting point seen in carboxylic acids compared to most other organic molecules of the size. pg. 57 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Effect of Chain length on Boiling Point: For amines and carboxylic acids, as chain length increases, dispersion forces increase which complement the existing hydrogen bonds - As a result, boiling point increase Amides don't follow same trend due to more complicated bonding structure of amides - The extensive arrangement of hydrogen bonds produces a complex, non-linear relationship between hydrocarbon chain length and boiling point in amides Solubility: Solubility of small amines, amides and carboxylic acids dissolve completely in soluble in water due to water forming hydrogen bonds with the polar nitrogen-contain and oxygen-containing functional group. Solubility decreases as the hydrocarbon chain becomes longer, making it less soluble Solubility in Organic Solvents: Small amides, amines and carboxylic acids are insoluble in non-polar organic solvents, but solubility increase as the hydrocarbon chain becomes longer. - This is because they are less polar due to long hydrocarbon chains, making it soluble in organic solvents Ketones and Aldehydes: Are considered together because they are composed of molecules that containing intermolecular forces consisting of dipole-dipole interactions. Unable to form hydrogen bonds with each other as they do not have a hydrogen atom bonded to an oxygen or nitrogen atom. pg. 58 Boiling Point: - Both contain a carbon-oxygen double bond and is polar due to large differences in electronegativity between oxygen and carbon. HSC Chemistry Notes - Yr 12 Chemistry By Tayyab Awais 23/02/2022 As a result, aldehydes and ketones have a permanent dipole which can form dipole-dipole attractions with nearby molecules Therefore, higher Melting and boiling points than alkanes but lower than alcohols as dipoledipole interactions is not as strong as hydrogen bonds Solubility: - Short chain aldehydes and ketones are soluble in water. The solubility decreases as the chain becomes longer - As the non-polar hydrocarbon chain length of aldehydes and ketones increase, they become more soluble in polar solvents, similar to the other functional groups. Simple Esters: “Esters” are a group of carbon compounds formed by the rection between an alkanol and an alkanoic acid, catalysed by a strong concentration of sulphuric acid (H2SO4) - Esterification typically takes a long time, and a complete reaction is unachievable, however, by using an acid catalyst such as H2SO4 will speed up the process. It acts as a dehydrating agent, which will push the equilibrium to the right, increasing the yield for esters alkanol + carboxylic acid ester + water This reaction could be described as a condensation reaction as it produces water molecules as well but it is so widespread and important in nature, that it has its own name for this reaction, “esterification” - Esters make up many smells and tastes associated with naturally occurring fruits and other foods All esters contain this chemical functional group inside the molecule, with hydrocarbon chains on either side pg. 59 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 This group of atoms is polar, but both ends of the molecule are non-polar. Esters generally have lowsolubility in water (some exceptions) and are volatile with a strong odour, often sweet and fruity. Esters are used to give the smells and flavours to many foods and perfumes. Esters tend to be liquids at room temperature with boiling points much lower than those of alkanoic acids with similar molecular masses. This is because the intermolecular forces in esters are dispersion and dipole-dipole interactions rather than hydrogen bonding as in alkanoic acids. Refluxing is a process which enables vapour escaping from a reaction mixture to condense and return to the reaction mixture. This prevents loss of volatile reactants (alkanols) or volatile products (esters) from the reaction mixture. - Advantage: Refluxing allows esterification to be carried out at higher temperatures than would otherwise be possible, which increases the rate of reaction. Naming Estes: Esters are given two-word names. First part of the name comes from the alkanol. Drop the -anol and add “-yl” E.g., butanol becomes butyl. The second part of is derived from the carboxylic acid. Drop off the -oic acid and add “-oate”. E.g., Ethanoic acid becomes ethanoate. E.g. Butanol + ethanoic acid Butyl ethanoate pg. 60 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Organic acids and bases: The acidic –COOH functional group, the neutral –CON2 group and the basic –NH2 group support life. These functional groups are essential to the structure and function of proteins, the way that energy is stored and transferred through the body, the way that metal ions like iron and calcium are used in organisms etc. Organic acids include carboxylic acids; organic bases include amines. Organic acids and bases undergo the same reactions as inorganic acids and bases. pg. 61 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Organic acids are weak acids that ionise to different degrees, and react with bases, carbonate, and active metals. Organic bases react with acids, for example amines react with acids to form a protonated amine. Disassociation in Water: Ethanoic acid is a weak acid and only dissociates to a small extent in water to form hydronium ions. Other carboxylic acids react with water in a similar way. Ethanamine is a weak base and reacts to a small extent with water to form the ethanammonium and hydroxide ions. The equation for this dissociation reaction is: ethanamide and other amides are essentially unreactive as either are acids or bases Soaps and Detergents: Soaps and detergents are materials, which when dissolved in water, help to clean a surface by removing dirt or other foreign matter. Both soaps and detergents are surfactants and emulsifiers. Surfactants: Compounds that lower (reduce) the surface tension between different states of matter (solid, liquid or gas) Emulsifying agent: emulsifying agent is a chemical compound that permits the mixing of two or more immiscible liquid. - E.g., keep grease and dirt suspended in water so they can be washed away from the object being washed away. Chemical representation: R-COO-NA R-COO-K pg. 62 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Soaps: Soaps are salts of long fatty acids. They consist of a long hydrocarbon chain, or tail with a carboxylate ion (COO-) at one end – known as the head. A positively charged sodium or potassium ion is bonded to the carboxylate ion, making the soap molecule a sodium or potassium salt. The hydrocarbon tail is very non-polar or hydrophobic and will bond to other non-polar substances through formation of dispersion forces. Hydrophobic: Hydrophobic is a property of a substance that repels water “dislikes water” The ionic head is polar due to the presence of the carboxylate ion. It forms dipol-dipole bonds with water, so is hydrophilic. Hydrophilic: Hydrophilic refers to having a strong affinity for water “likes water” Due to this structure soap molecules do not spread out evenly through water, they form little clumps known as a micelle. The non-polar grease / dirt molecules move to the centre of the soap clump. The negative ends interact with water molecules keeping the micelle suspended in water. The non-polar tails of the soap molecules adsorb onto the grease. The charged heads of the surfactant form a layer around the grease, giving it a hydrophobic surface. This arrangement of tiny grease particles trapped inside micelles dispersed in water forms a type of mixture called an emulsion, with the soap acting as an emulsifier (emulsifying agent). pg. 63 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Soap also acts as a surfactant. They act on the surface of another substance, changing its surface tension. the fatty acid ions lower the surface tension of water by disrupting the hydrogen bonds between water molecules. This increases the ability of water to wet a surface and thus to remove any dirt of grease and clean it. Detergents Detergents have a similar structure to soaps, with a long hydrocarbon tail, but vary in the structure of the polar head. Anionic detergents – have a negatively charged ion, like soaps, e.g. sulfate ion. Cationic detergents – have a positively charged ion, e.g. amine. Non-ionic detergents – have no ionic charge, but will usually have a polar functional group like a hydroxyl or carboxylic acid group. pg. 64 HSC Chemistry Notes pg. 65 Yr 12 Chemistry By Tayyab Awais 23/02/2022 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Detergents were synthesised to be used in place of soaps since soaps are ineffective in hard water. Hard water contains high levels of calcium and magnesium ions. Properties and uses of detergents table (down below) TYPE OF DETERGENT Anionic USES Laundry detergents Dishwashing detergents Household cleaners Cationic Fabric softeners Hair conditioners Disinfectants Sanitisers (for example, mouthwash) Non–ionic Dishwasher detergents Glass cleaners CHARACTERISTICS Create good lather Have a negative charge Harsh action (so not suitable for use as personal cleaners) Cheap Bond very strongly to negatively charged surfaces (reducing static friction and tangling) Biocidal (kills bacteria) Expensive Low lather formation (prevents foam build‐up in dishwashers) Expensive Making Soap: Soaps are made through the hydrolysis of fats in a saponification reaction. Fats are triglycerides, molecules with three hydrocarbon chains containing 10–20 carbon atoms joined to a propane backbone by three ester bonds. When a triglyceride reacts with sodium or potassium hydroxide, the ester bonds break and an alcohol and three alkyl carbonates form. (Shown below). pg. 66 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 This is done by boiling a fat or oil with sodium hydroxide. The soap curdles and forms a solid that can be scraped off and dried to form solid soap. The remaining soap ions in solution are precipitated out by adding a concentrated solution of sodium chloride, a process known as ‘salting out’. Organic reaction pathway: Polymers Polymer: large molecules Polymers: A long chain molecule made up of thousands or millions of repeating monomer units. Polymerisation: Chemical reaction in which many small molecules combine to form one large molecule. Is broken into two groups; - Addition polymerisation - Condensation polymerisation Synthetic Polymers are often referred to by the general term, plastics. Some common natural polymers include starch, cellulose, proteins and DNA. Synthetic polymers have been manufactured and include common plastics such as polyethylene, polyvinyl chloride and polyvinyl acetate. Such polymers are derived from compounds extracted from crude oil. They are not biodegradable. Structure and properties for Addition polymerisation: Addition Polymerisation is the formation of a polymer by adding together monomers through an addition reaction, without the loss of an atoms during the process (no by-products are formed). With this, the double bond breaks ‘opens out’ allowing the carbon with a free electron to form bonds with other monomers. pg. 67 HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Once a polymer is formed through addition polymerisation, the polymer does not have any unsaturated carbon bonds, only having a long chain polymer with single bonds present in the chain. Polyethylene (PE): Ethene is an important monomer produced by the thermal or catalytic cracking of fractional produced by the fractional distillation of petroleum. Polyethylene chains typically vary in length from 2000 to 30 000 monomers. (Image of polyethylene structure shown above) Polyvinyl chloride (PVC): Commercial PVC polymers typically vary in length from 2000 to 40 000 monomer units. Their chains are linear, and the polymer is very strong and rigid. Polystyrene (PS): Polystyrene PS is another important commercial polymer. pg. 68 Commercial PS polymers typically vary in length from 10 000 to 40 000 monomer units. The polymer is quite rigid due to the presence of the large phenyl group. The phenyl group consists of a hexagonal ring of carbon atoms with delocalised electrons. Polystyrene is a hard rigid plastic. It can be converted into polystyrene foam by heating and using blowing agents to expand the plastic. HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Polytetrafluoroethylene (PTFE): It is manufactured from the tetrafluoroethylene monomer (CF2CF2). The commercial polymer is called Teflon Structure and properties for Condensation polymerisation: A condensation polymerisation is where there are a variety of polymers can be formed together. Two functional groups must be present between the monomers on one ends of each monomer. Both functional groups must also be able to react chemically with the other functional group for this process to be possible. Another key feature of condensation polymerisation that differentiates it from the addition polymerisation is that small molecules mainly water, ammonia or hydrogen chloride are formed as by-products of the reaction. pg. 69 Esterification is a condensation reaction when an alkanoic acid and alkanol react and an ester and water is produced. HSC Chemistry Notes Yr 12 Chemistry By Tayyab Awais 23/02/2022 Nylon: It is a condensation polymer formed when a dialkanoic acid and diamine monomers condense with the elimination of a water molecule. An amide linkage (-CONH-) binds the monomers as the polymer chain grows. Nylon 6,6 is a common plastic that is formed by the condensation polymerisation of hexanedioic acid and hexan-1,2-diamine Polyesters: Polyesters are commercial polymers formed by condensation polymerisation reactions. Polyesters form when an alkandiol monomer bonds with a dialkanoic acid monomer via an ester linkage (-COO-). The dimer’s functional groups continue the process, and the polymer chain grows larger. The OH group from the dialkanoic acid and the H from the hydroxyl functional group of the alkandiol combine to form water. pg. 70 A common polyester used to make clothing is PET (polyethylene terephthalate). HSC Chemistry Notes Addition: pg. 71 Yr 12 Chemistry By Tayyab Awais 23/02/2022 pg. 72 By Tayyab Awais polyethene Ethylene Ethene Com mon Syste matic Com mon System atic Chloroethene Com mon polystyrene (PS) Syste matic poly(ethynylbenzene) Styrene Ethenylbenzene Com mon Vinyl chloride Polytetrafluoroethylene (PTFE) Syste matic Polychloroethene Com mon polyvinyl chloride (PVC) Syste matic Systematic Syste matic Polyethylene (PE) Common Com mon Yr 12 Chemistry polytetrafluroethene Com mon Mono mer Polymer Monomer Polymer Monomer Polymer Monomer Polymer HSC Chemistry Notes Polystyrene is covalently bonded; allows it to be rigid but is still brittle and has a low density Is a stiff thermoplastic due to the benzene rings and is mainly lightweight Polytetrafluoroethylene (PTFE) is containing properties that entail, its ability to be non-stick, both chemically and heat resistant and lastly is flexible and flame resistant Tetrafluoroethylene Properties LDPE has a low density, are very flexible however are not strong 115 degrees- boil point LDPE contains small branches in the polymer resulting in weaker dispersion forces HDPE are known for their high boiling point at around 135 degrees, encompass high density and are tough HDPE are unbranched polymers, are packed more closely Polyvinyl Chloride (PVC) dipole-dipole attractions allows it to be hard and rigid PVC is resistant to chemicals, entails low flexibility in it PVC is resistant to water as well and is a durable polymer Polymer is amorphous due to chlorine atoms sticking out from chain This is all possible from the fluorine atoms that reduce 23/02/2022 Uses / Examples *Example of Polyethylene’s everyday activities include plastic bottles, plastic bags, rubber toys, cling wrap etc *Uses for LDPE include cling wraps, plastic bags, film packaging material and wash bottles *HDPE plastics are stronger, being used for milk containers, bleaches, plastic buckets, piping and for insulating wires PVC has a variety of examples and uses in real life, this includes; *Vinyl records *piping’s *Electrical wire insulation *Window frames *Conveyor belts *Water pipes Polystyrene is used in various fields and utensils such as Thermal cups *Food containers *Refrigerator parts *Handles for tools * CD cases *Toys *Styrofoam Uses for this PTFE include everyday uses such as *On non-stick frying pans *Utensils with Teflon coating *Medical gear *Common clothing’s as well Syste matic HSC Chemistry Notes Yr 12 Chemistry Tetrafluoroethene By Tayyab Awais 23/02/2022 the intermolecular bond stability Properties Polymer Common Systematic Nylon: Nylon 6, 6 Poly(azanediyladipoylazanediylhexane-1,6-diyl) Monomer Common Adipic acid and hexanediamine Systematic hexanedioic acid and 1,6diaminohexane polyesters Polymer Common Systematic Polyethene terephthalate (PET) Monomer pg. 73 Common Ethylene glycol and Terephthalic acid Uses / Examples Nylon 6,6 is generally elastic and sturdy heat resistant stable (strong) Tensile strength for nylon 6,6 is strong Forms of this nylon are also lightweight and rigid Strong impact resistance Nylon is also lustrous (shiny) Made from two different monomers, making it copolymer Is also a common nylon in production Generally durable, lightweight, and strong Have strong resistance Elastic Resistant to chemicals (Alcohols) Very flexible Natural state is in a semi-crystalline resin for PET PET Is a thermoplastic meaning it can be repeatedly reshaped and melted Has these properties because of dipole-dipole attractions in the polymers chains Also has a rigid benzene ring Common uses for nylon 6, 6 include clothing’s Piping systems High tensile ropes and threads Fishing rope lines Tennis strings Mechanical equipment Seatbelts Toothbrush bristles Gun Frames Used for recyclable drink bottles strong food containers and packaging’s Clothing Jars Fibres of PET used in textiles including clothing Polyester suits HSC Chemistry Notes Systematic pg. 74 Yr 12 Chemistry Benzenedicarboxylic acid and Ethanediol By Tayyab Awais 23/02/2022