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4 General, Organic, and Biochemistry, 7e Bettelheim, Brown, and March © 2003 Thomson Learning, Inc. All rights reserved 4-1 4 Chapter 4 Chemical Reactions © 2003 Thomson Learning, Inc. All rights reserved 4-2 4 Chemical Reactions • In a chemical reaction, one or more reactants is converted to one or more products Reactant(s) Product(s) • In this chapter we discuss three aspects of chemical reactions (a) mass relationships (stoichiometry) (b) types of reactions (c) heat gain and loss accompanying reactions © 2003 Thomson Learning, Inc. All rights reserved 4-3 4 Formula Weight • Formula weight: the sum of the atomic weights in atomic mass units (amu) of all atoms in a compound’s formula Ionic Comp ou nds Sod ium chlorid e (N aCl) 23.0 amu N a + 35.5 amu Cl = 58.5 amu Nickel(II) ch loride h yd rate 58.7 amu N i + 2(35.5 amu Cl) + 12(1.0) amu H) + 6(12.0 amu O) = 237.7 amu (N iCl 2• 6H 2O) Molecu lar Comp ou nds Water (H 2O) Aspirin (C9H 8 O 4) © 2003 Thomson Learning, Inc. All rights reserved 2(1.0 amu H) + 16.0 amu O = 18.0 amu 9(12.0 amu C) + 8(1.0 amu H) + 4(16.0 amu O) = 180.0 = amu 4-4 4 Formula Weight • formula weight can be used for both ionic and molecular compounds; it tells nothing about whether a compound is ionic or molecular • molecular weight should be used only for molecular compounds • in this text, we use formula weight for ionic compounds and molecular weight for molecular compounds © 2003 Thomson Learning, Inc. All rights reserved 4-5 4 The Mole • Mole (mol) • a mole of the amount of substance that contains as many atoms, molecules, or ions as are in exactly 12 g of carbon-12 • a mole, whether it is a mole of iron atoms, a mole of methane molecules, or a mole of sodium ions, always contains the same number of formula units • the number of formula units in a mole is known as Avogadro’s number • Avogadro’s number has been measured experimentally • its value is 6.02214199 x 1023 formula units per mole © 2003 Thomson Learning, Inc. All rights reserved 4-6 4 Molar Mass • Molar mass: the formula weight of a substance expressed in grams • Glucose, C6H12O6 • molecular weight: 180 amu • molar mass: 180 g/mol • one mole of glucose has a mass of 180 g • Urea, (NH2)2CO • molecular weight 60.0 amu • molar mass: 60.0 g/mol • one mole of urea has a mass of 60.0 g © 2003 Thomson Learning, Inc. All rights reserved 4-7 4 Molar Mass • We can use molar mass to convert from grams to moles, and from moles to grams You are given one of these and asked to find the other Moles of A Grams of A Use molar mass (g/mol) as the conversion factor • calculate the number of moles of water in 36.0 g water 36.0 g H 2O x © 2003 Thomson Learning, Inc. All rights reserved 1 mol H2 O 18.0 g H 2O = 2.00 mol H2 O 4-8 4 Grams to Moles • Calculate the number of moles of sodium ions, Na+, in 5.63 g of sodium sulfate, Na2SO4 • first we find the how many moles of sodium sulfate • the formula weight of Na2SO4 is 2(23.0) + 32.1 + 4(16.0) = 142.1 amu • therefore, 1 mol of Na2SO4 = 142.1 g Na2SO4 5.63 g Na2 SO4 x 1 mol Na2SO4 = 0.0396 mol Na2SO4 142.1 g Na2 SO4 • the formula Na2SO4 tells us there are two moles of Na+ ions per mole of Na2SO4 + 0.0396 mol Na2 SO 4 © 2003 Thomson Learning, Inc. All rights reserved 2 mol Na x 1 mol Na2SO 4 = 0.0792 mol Na+ 4-9 4 Grams to Molecules • A tablet of aspirin, C9H8O4, contains 0.360 g of aspirin. How many aspirin molecules is this? • first we find how many mol of aspirin are in 0.360 g 0.360 g aspirin x 1 mol aspirin 180.0 g aspirin = 0.00200 mol aspirin • each mole of aspirin contains 6.02 x 1023 molecules • the number of molecules of aspirin in the tablet is 0.00200 mole x 6.02 x 1023 molecules = 1.20 x 1021 molecules mole © 2003 Thomson Learning, Inc. All rights reserved 4-10 4 Chemical Equations • The following chemical equation tells us that propane gas and oxygen gas react to form carbon dioxide gas and water vapor C3 H8 ( g) + O2 (g) CO2 (g) + H2 O( g) Propane Carbon dioxid e Oxygen Water • But while it tells us what the reactants and products are and the physical state of each, it is incomplete because it is not balanced © 2003 Thomson Learning, Inc. All rights reserved 4-11 4 Balancing Equations • To balance a chemical equation • begin with atoms that appear only in one compound on the left and one on the right; in this case, begin with carbon (C) which occurs in C3H8 and CO2 C3 H8 (g) + O2 (g) 3CO2( g) + H2 O(g) • now balance hydrogens, which occur in C3H8 and H2O C3 H8 (g) + O2 (g) 3CO2( g) + 4H2 O(g) • if an atom occurs as a free element, as for example Mg or O2, balance this element last; in this case O2 C3 H8 (g) + 5O2 ( g) © 2003 Thomson Learning, Inc. All rights reserved 3CO2 (g) + 4H2 O( g) 4-12 4 Balancing Equations • Practice problems: balance these equations Ca( OH) 2 ( s) + HCl( g) Calcium hydroxide CO2 ( g) + H2 O(l) photosynthesis C4 H1 0 ( g) + O2 (g) Butane © 2003 Thomson Learning, Inc. All rights reserved CaCl2 (s) + H2 O( l) Calcium chlorid e C6 H1 2 O6 (aq) + O2 (g) Glucose CO2 (g) + H2 O(g) 4-13 4 Balancing Equations • Solutions to practice problems Ca( OH) 2 ( s) + 2 HCl(g) Calcium hydroxide 6CO2 (g) + 6H2 O(l) CaCl2 (s) + H2 O( l) Calcium chlorid e photosynthesis C4 H1 0 ( l) + 13 O2 (g) 2 Bu tane C6 H1 2 O6 (aq) + 6O2 (g) Glucose 4 CO2 (g) + 5 H2 O( g) • it is common practice to use only whole numbers; therefore, multiply all coefficients by 2, which gives 2C4 H1 0 ( l) + 13O2 (g) Butane © 2003 Thomson Learning, Inc. All rights reserved 8CO2 ( g) + 10H2 O(g) 4-14 4 Stoichiometry • Stoichiometry: the study of mass relationships in chemical reactions • following is an overview of the the types of calculations we study You are given one of these Grams of A Moles of A From grams to moles, use molar mass (g/mol) as a conversion factor © 2003 Thomson Learning, Inc. All rights reserved And asked to find one of these Moles of B Grams of B From moles to moles, From moles to grams, use the coefficients in use molar mass (g/mol) the balanced equation as a conversion factor as a conversion factor 4-15 4 Stoichiometry • Problem: how many grams of nitrogen, N2, are required to produce 7.50 g of ammonia, NH3 N2 (g) + 3H2 (g) 2NH3 ( g) • first find how many moles of NH3 are in 7.50 g of NH3 7.50 g NH 3 x 1 mol NH 3 17.0 g NH 3 = mol NH 3 • next find how many moles of N2 are required to produce this many moles of NH3 7.50 g NH 3 x 1 mol NH 3 17.0 g NH 3 © 2003 Thomson Learning, Inc. All rights reserved x 1 mol N2 2 mol NH 3 = mol N 2 4-16 4 Stoichiometry • Practice problem (cont’d) • finally convert moles of N2 to grams of N2 and now do the math 7.50 g NH 3 x 1 mol NH 3 17.0 g NH 3 © 2003 Thomson Learning, Inc. All rights reserved x 1 mol N2 2 mol NH 3 x 28.0 g N 2 1 mol N2 = 6.18 g N 2 4-17 4 Stoichiometry • Practice problems: • what mass of aluminum oxide is required to prepare 27 g of aluminum? Al2 O3 ( s) electrolysis Al( s) + O2 ( g) • how many grams each of CO2 and NH3 are produced from 0.83 mol of urea? ( NH2 ) 2 CO(aq) + H2 O Urea © 2003 Thomson Learning, Inc. All rights reserved urease 2NH3 (aq) + CO2 (g) 4-18 4 Limiting Reagent • Limiting reagent: the reagent that is used up first in a chemical reaction • consider this reaction of N2 and O2 N2 (g) + O2 (g) before reaction (moles) 5.0 after reaction (moles) 4.0 1.0 0 2 NO( g) 0 2.0 • in this experiment, there is only enough O2 to react with 1.0 mole of N2 • O2 is used up first; it the limiting reagent • 4.0 moles of N2 remain unreacted © 2003 Thomson Learning, Inc. All rights reserved 4-19 4 Limiting Reagent • Practice Problem • suppose 12 g of carbon is mixed with 64 g of oxygen and the following reaction takes place C(s) + O2 ( g) CO2 ( g) • complete the following table. Which is the limiting reagent? C before reaction (g) 12 g + O2 CO2 64 g 0 before reaction (mol) after reaction (mol) after reaction (g) © 2003 Thomson Learning, Inc. All rights reserved 4-20 4 Percent Yield • Actual yield: the mass of product formed in a chemical reaction • Theoretical yield: the mass of product that should be formed according to the stoichiometry of the balanced chemical equation • Percent yield: actual yield divided by theoretical yield times 100 Actual yield Percent yield = x 100 Theoretical yield © 2003 Thomson Learning, Inc. All rights reserved 4-21 4 Percent Yield • Practice problem: • suppose we react 32.0 g of methanol with excess carbon monoxide and get 58.7 g of acetic acid • complete this table CH3 OH + CO before reaction (g) 32.0 before reaction (mol) th eoretical yield (mol) th eoretical yield (g) actual yield (g) percent yield (%) © 2003 Thomson Learning, Inc. All rights reserved excess CH3 COOH 0 58.7 4-22 4 Reactions Between Ions • Ionic compounds, also called salts, consist of both positive and negative ions • When an ionic compound dissolves in water, it dissociates to aqueous ions NaCl(s) H2 O Na+ (aq) + Cl- (aq) • What happens when we mix aqueous solutions of two different ionic compounds • if two of the ions combine to form a water-insoluble compound, a precipitate will form • otherwise no physical change will be observed © 2003 Thomson Learning, Inc. All rights reserved 4-23 4 Reactions Between Ions • Example: • suppose we prepare these two aqueous solutions H2 O Solution 1 AgNO3 (s) Ag+ ( aq) + NO3 - (aq) H2 O + Solution 2 NaCl(s) Na ( aq) + Cl ( aq) • if we then mix the two solutions, we have four ions present; of these, Ag+ and Cl- react to form AgCl(s) which precipitates + + Ag (aq) + NO3 ( aq) + Na (aq) + Cl ( aq) + AgCl(s) + Na (aq) + NO3 ( aq) © 2003 Thomson Learning, Inc. All rights reserved 4-24 4 Reactions Between Ions • we can simplify the equation for the formation of AgCl by omitting all ions that do not participate in the reaction Net ionic equation: Ag+ ( aq) + Cl-(aq) AgCl( s) • the simplified equation is called a net ionic equation; it shows only the ions that react • ions that do not participate in a reaction are called spectator ions © 2003 Thomson Learning, Inc. All rights reserved 4-25 4 Reactions Between Ions • In general, ions in solution react with each other when one of the following can happen • two of them form a compound that is insoluble in water • two of them react to form a gas that escapes from the reaction mixture as bubbles, as for example when we mix aqueous solutions of sodium bicarbonate and hydrochloric acid + HCO3 ( aq) + H3 O (aq) Bicarbonate ion CO2 ( g) + 2 H2 O( l) Carbon d ioxide • an acid neutralizes a base (Chapter 8) • one of the ions can oxidize another (Section 4.7) © 2003 Thomson Learning, Inc. All rights reserved 4-26 4 Reactions Between Ions • Following are some generalizations about which ionic solids are soluble in water and which are insoluble • all compounds containing Na+, K+, and NH4+ are soluble in water • all nitrates (NO3-) and acetates (CH3COO-) are soluble in water • most chlorides (Cl-) and sulfates (SO42-) are soluble; exceptions are AgCl, BaSO4, and PbSO4 • most carbonates (CO32-), phosphates (PO43-), sulfides (S2-), and hydroxides (OH-) are insoluble in water; exceptions are LiOH, NaOH, KOH, and NH4OH which are soluble in water © 2003 Thomson Learning, Inc. All rights reserved 4-27 4 Oxidation-Reduction • Oxidation: the loss of electrons • Reduction: the gain of electrons • Oxidation-reduction (redox) reaction: any reaction in which electrons are transferred from one species to another © 2003 Thomson Learning, Inc. All rights reserved 4-28 4 Oxidation-Reduction • Example: if we put a piece of zinc metal in a beaker containing a solution of copper(II) sulfate • some of the zinc metal dissolves • some of the copper ions deposit on the zinc metal • the blue color of Cu2+ ions gradually disappears • In this oxidation-reduction reaction • zinc metal loses electrons to copper ions Zn(s) 2+ Zn (aq) + 2 e Zn is oxidized • copper ions gain electrons from the zinc 2+ Cu ( aq) + 2 e © 2003 Thomson Learning, Inc. All rights reserved - Cu( s) Cu 2+ is red uced 4-29 4 Oxidation-Reduction • we summarize these oxidation-reduction relationships in this way electrons flow from Zn to Cu2 + 2+ Zn(s) + Cu (aq) loses electrons ; gains electrons ; is red uced is oxidized gives electrons tak es electrons to Cu 2+ ; is th e from Zn; is th e oxidizin g agent red ucing agent © 2003 Thomson Learning, Inc. All rights reserved 2+ Zn ( aq) + Cu( s) 4-30 4 Oxidation-Reduction • Although the definitions of oxidation (loss of electrons) and reduction (gain of electrons) are easy to apply to many redox reactions, they are not easy to apply to others • for example, the combustion of methane CH4 (g) + O2 ( g) Methane CO2 (g) + H2 O( g) • An alternative definition of oxidation-reduction is • oxidation: the gain of oxygen or loss of hydrogen • reduction: the loss of oxygen or gain of hydrogen © 2003 Thomson Learning, Inc. All rights reserved 4-31 4 Oxidation-Reduction • using these alternative definitions for the combustion of methane electrons are trans ferred from carb on to oxygen CH4 (g) gain s O and los es H; is oxidized + O2 (g) CO2 (g) + H2 O(g) gain s H; is reduced is the reducin g is th e oxid izing agent agent © 2003 Thomson Learning, Inc. All rights reserved 4-32 4 Oxidation-Reduction • Five important types of redox reactions • combustion: burning in air. The products of complete combustion of carbon compounds are CO2 and H2O. • respiration: the process by which living organisms use O2 to oxidize carbon-containing compounds to produce CO2 and H2O. The importance of these reaction is not the CO2 produced, but the energy released. • rusting: the oxidation of iron to a mixture of iron oxides • bleaching: the oxidation of colored compounds to 2Fe2 O3 ( s) + 3O 2 ( g) products4Fe(s) which are colorless • batteries: in most cases, the reaction taking place in a battery is a redox-reaction © 2003 Thomson Learning, Inc. All rights reserved 4-33 4 Heat of Reaction • In almost all chemical reactions, heat is either given off or absorbed • example: the combustion (oxidation) of carbon liberates 94.0 kcal per mole of carbon oxidized C( s) + O2 (g) CO2 (g) + 94.0 kcal/mole C • Heat of reaction: the heat given off or absorbed in a chemical reaction • exothermic reaction: one that gives off heat • endothermic reaction: one that absorbs heat • heat of combustion: the heat given off in a combustion reaction; all combustion reactions are exothermic © 2003 Thomson Learning, Inc. All rights reserved 4-34 4 Chemical Reactions End Chapter 4 © 2003 Thomson Learning, Inc. All rights reserved 4-35