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nomenclature Empirical formula Molecular formula Types of Chemical Formulas A chemical formula is comprised of element symbols and numerical subscripts that show the type and number of each atom present in the smallest unit of the substance. An empirical formula indicates the relative number of atoms of each element in the compound. It is the simplest type of formula. The empirical formula for hydrogen peroxide is HO. A molecular formula shows the actual number of atoms of each element in a molecule of the compound. The molecular formula for hydrogen peroxide is H2O2. A structural formula shows the number of atoms and the bonds between them, that is, the relative placement and connections of atoms in the molecule. The structural formula for hydrogen peroxide is H-O-O-H. Empirical and Molecular Formulas Empirical Formula The simplest formula for a compound that agrees with the elemental analysis and gives rise to the smallest set of whole numbers of atoms. Molecular Formula The formula of the compound as it exists, it may be a multiple of the empirical formula. Determining the Empirical Formula from Masses of Elements PROBLEM: Elemental analysis of a sample of an ionic compound showed 2.82 g of Na, 4.35 g of Cl, and 7.83 g of O. What are the empirical formula and name of the compound? PLAN: Once we find the relative number of moles of each element, we can divide by the lowest mol amount to find the relative mol ratios (empirical formula). SOLUTION: 2.82 g Na mass(g) of each element divide by M(g/mol) 4.35 g Cl amount(mol) of each element use # of moles as subscripts preliminary formula change to integer subscripts empirical formula 7.83 g O mol Na 22.99 g Na mol Cl 35.45 g Cl mol O 16.00 g O Na1 Cl1 O3.98 = 0.123 mol Na = 0.123 mol Cl = 0.489 mol O NaClO4 NaClO4 is sodium perchlorate. Determining a Molecular Formula from Elemental Analysis and Molar Mass PROBLEM: During physical activity. lactic acid (M=90.08 g/mol) forms in muscle tissue and is responsible for muscle soreness. Elemental anaylsis shows that this compound contains 40.0 mass% C, 6.71 mass% H, and 53.3 mass% O. (a) Determine the empirical formula of lactic acid. (b) Determine the molecular formula. PLAN: assume 100g lactic acid and find the mass of each element divide each mass by mol mass(M) amount(mol) of each element molecular formula use # mols as subscripts preliminary formula convert to integer subscripts empirical formula divide mol mass by mass of empirical formula to get a multiplier Determining a Molecular Formula from Elemental Analysis and Molar Mass continued SOLUTION: Assuming there are 100. g of lactic acid, the constituents are 40.0 g C mol C 12.01g C 3.33 mol C C3.33 3.33 6.71 g H mol H 53.3 g O mol O 1.008 g H 16.00 g O 6.66 mol H 3.33 mol O H6.66 O3.33 3.33 3.33 molar mass of lactate CH2O empirical formula 90.08 g 3 mass of CH2O 30.03 g C3H6O3 is the molecular formula Combustion train for the determination of the chemical composition of organic compounds. m m CnHm + (n+ ) O2 = n CO(g) + H O(g) 2 2 2 Determining a Molecular Formula from Combustion Analysis PROBLEM: Vitamin C (M=176.12g/mol) is a compound of C,H, and O found in many natural sources especially citrus fruits. When a 1.000-g sample of vitamin C is placed in a combustion chamber and burned, the following data are obtained: mass of CO2 absorber after combustion =85.35g mass of CO2 absorber before combustion =83.85g mass of H2O absorber after combustion =37.96g mass of H2O absorber before combustion =37.55g What is the molecular formula of vitamin C? PLAN: difference (after-before) = mass of oxidized element find the mass of each element in its combustion product find the mols preliminary formula empirical formula molecular formula Determining a Molecular Formula from Combustion Analysis continued SOLUTION: CO2 H2O 85.35 g-83.85 g = 1.50 g There are 12.01 g C per mol CO2 1.50 g CO2 37.96 g-37.55 g = 0.41 g 12.01 g CO2 = 0.409 g C 44.01 g CO2 There are 2.016 g H per mol H2O. 0.41 g H2O 2.016 g H2O 18.02 g H2O O must be the difference: 0.409 g C = 0.0341 mol C 12.01 g C C1H1.3O1 1.000 g - (0.409 + 0.046) = 0.545 0.046 g H = 0.0456 mol H 1.008 g H C3H4O3 = 0.046 g H 176.12 g/mol 88.06 g 0.545 g O = 0.0341 mol O 16.00 g O = 2.000 C6H8O6 Table 3.3 Some Compounds with Empirical Formula CH2O (Composition by Mass: 40.0% C, 6.71% H, 53.3% O) M (g/mol) Molecular Formula Whole-Number Multiple formaldehyde CH2O 1 30.03 disinfectant; biological preservative acetic acid C2H4O2 2 60.05 acetate polymers; vinegar(5% soln) lactic acid C3H6O3 3 90.09 sour milk; forms in exercising muscle erythrose C4H8O4 4 120.10 part of sugar metabolism ribose C5H10O5 5 150.13 component of nucleic acids and B2 glucose C6H12O6 6 180.16 major energy source of the cell Name CH2O C2H4O2 C3H6O3 C4H8O4 Use or Function C5H10O5 C6H12O6 Table 3.4 Two Pairs of Constitutional Isomers Property Butane 2-Methylpropane Ethanol Dimethyl Ether M(g/mol) 58.12 58.12 46.07 46.07 Boiling Point -0.50C -11.060C 78.50C -250C Density at 200C 0.579 g/mL 0.549 g/mL (gas) (gas) Structural formulas H H H H H H C C C C H H H H H C C C C H H H H H H H H Space-filling models 0.789 g/mL 0.00195 g/mL (liquid) (gas) H H C C H H H H H H OH H C H O C H H The formation of HF gas on the macroscopic and molecular levels. A three-level view of the chemical reaction in a flashbulb. translate the statement balance the atoms adjust the coefficients check the atom balance specify states of matter Balancing Chemical Equations PROBLEM: Within the cylinders of a car’s engine, the hydrocarbon octane (C8H18), one of many components of gasoline, mixes with oxygen from the air and burns to form carbon dioxide and water vapor. Write a balanced equation for this reaction. PLAN: SOLUTION: translate the statement C8H18 + O2 balance the atoms C8H18 + 25/2 O2 H2O CO2 + H2O 8 CO2 + 9 adjust the coefficients 2C8H18 + 25O2 16CO2 + 18H2O check the atom balance 2C8H18 + 25O2 16CO2 + 18H2O specify states of matter 2C8H18(l) + 25O2 (g) 16CO2 (g) + 18H2O (g) Summary of the mass-mole-number relationships in a chemical reaction. MASS(g) of compound A MASS(g) of compound B M (g/mol) of compound A AMOUNT(mol) of compound A molar ratio from balanced equation Avogadro’s number (molecules/mol) MOLECULES (or formula units) of compound A M (g/mol) of compound B AMOUNT(mol) of compound B Avogadro’s number (molecules/mol) MOLECULES (or formula units) of compound B Calculating Amounts of Reactants and Products PROBLEM: In a lifetime, the average American uses 1750 lb(794 g) of copper in coins, plumbing, and wiring. Copper is obtained from sulfide ores, such as chalcocite, or copper(I) sulfide, by a multistep process. After an initial grinding, the first step is to “roast” the ore (heat it strongly with oxygen gas) to form powdered copper(I) oxide and gaseous sulfur dioxide. (a) How many moles of oxygen are required to roast 10.0 mol of copper(I) sulfide? (b) How many grams of sulfur dioxide are formed when 10.0 mol of copper(I) sulfide is roasted? (c) How many kilograms of oxygen are required to form 2.86 kg of copper(I) oxide? write and balance equation PLAN: find mols O2 find mols SO2 find g SO2 find mols Cu2O find mols O2 find kg O2 Calculating Amounts of Reactants and Products continued SOLUTION: 2Cu2S(s) + 3O2(g) 2Cu2O(s) + 2SO2(g) (a) How many moles of oxygen are required to roast 10.0 mol of copper(I) sulfide? (a) 10.0mol Cu2S 3mol O2 = 15.0mol O2 2mol Cu2S (b) How many grams of sulfur dioxide are formed when 10.0 mol of copper(I) sulfide is roasted? (b) 10.0mol Cu2S 2mol SO2 64.07g SO2 2mol Cu2S mol SO2 = 641g SO2 (c) How many kilograms of oxygen are required to form 2.86 kg of copper(I) oxide? (c) 2.86kg Cu2O 103g Cu2O mol Cu2O kg Cu2O 143.10g Cu2O 20.0mol Cu2O 3mol O2 2mol Cu2O 32.00g O2 mol O2 = 20.0mol Cu2O kg O2 103g O2 = 0.959kg O2 Writing an Overall Equation for a Reaction Sequence PROBLEM: Roasting is the first step in extracting copper from chalcocite, the ore used in the previous problem. In the next step, copper(I) oxide reacts with powdered carbon to yield copper metal and carbon monoxide gas. Write a balanced overall equation for the two-step process. PLAN: SOLUTION: write balanced equations for each step 2Cu2S(s) + 3O2(g) cancel reactants and products common 2Cu2O(s) + 2C(s) 2Cu2O(s) + 2SO2(g) 4Cu(s) + 2CO(g) to both sides of the equations sum the equations 2Cu2S(s)+3O2(g)+2C(s) 4Cu(s)+2SO2(g)+2CO(g) An ice cream sundae analogy for limiting reactions. Table 3.5 Information Contained in a Balanced Equation Viewed in Terms of molecules amount (mol) mass (amu) mass (g) total mass (g) Reactants C3H8(g) + 5O2(g) Products 3CO2(g) + 4H2O(g) 1 molecule C3H8 + 5 molecules O2 3 molecules CO2 + 4 molecules H2O 1 mol C3H8 + 5 mol O2 3 mol CO2 + 4 mol H2O 44.09 amu C3H8 + 160.00 amu O2 132.03 amu CO2 + 72.06 amu H2O 44.09 g C3H8 + 160.00 g O2 132.03 g CO2 + 72.06 g H2O 204.09 g 204.09 g Using Molecular Depictions to Solve a LimitingReactant Problem PROBLEM: Nuclear engineers use chlorine trifluoride in the processing of uranium fuel for power plants. This extremely reactive substance is formed as a gas in special metal containers by the reaction of elemental chlorine and fluorine. (a) Suppose the box shown at left represents a container of the reactant mixture before the reaction occurs (with chlorine colored green). Name the limiting reactant, and draw the container contents after the reaction is complete. (b) When the reaction is run again with 0.750 mol of Cl2 and 3.00 mol of F2, what mass of chlorine trifluoride will be prepared? PLAN: Write a balanced chemical equation. Compare the number of molecules you have to the number needed for the products. Determine the reactant that is in excess. The other reactant is the limiting reactant. Using Molecular Depictions to Solve a LimitingReactant Problem continued SOLUTION: Cl2(g) + 3F2(g) 2ClF3(g) (a) You need a ratio of 2 Cl and 6 F for the reaction. You have 6 Cl and 12 F. 6 Cl would require 18 F. 12 F need only 4 Cl (2 Cl2 molecules). There isn’t enough F, therefore it must be the limiting reactant. F2 Cl2 You will make 4 ClF2 molecules (4 Cl, 12 F) and have 2 Cl2 molecules left over. (b) We know the molar ratio of F2/Cl2 should be 3/1. 3.00 mol F2 0.750 mol Cl2 0.750 mol Cl2 4 = 1 Since we find that the ratio is 4/1, that means F2 is in excess and Cl2 is the limiting reactant. 2 mol ClF3 92.5 g ClF3 1 mol Cl 1 mol ClF3 = 139 g ClF3 Calculating Amounts of Reactant and Product in Reactions Involving a Limiting Reactant PROBLEM: A fuel mixture used in the early days of rocketry is composed of two liquids, hydrazine(N2H4) and dinitrogen tetraoxide(N2O4), which ignite on contact to form nitrogen gas and water vapor. How many grams of nitrogen gas form when 1.00x102 g of N2H4 and 2.00x102 g of N2O4 are mixed? PLAN: We always start with a balanced chemical equation and find the number of mols of reactants and products which have been given. In this case one of the reactants is in molar excess and the other will limit the extent of the reaction. mass of N2H4 mass of N2O4 divide by M mol of N2H4 multiply by M mol of N2O4 molar ratio mol of N2 limiting mol N2 mol of N2 g N2 Calculating Amounts of Reactant and Product in Reactions Involving a Limiting Reactant continued SOLUTION: 1.00x102g N2H4 2N2H4(l) + N2O4(l) mol N2H4 32.05g N2H4 3.12mol N2H4 3 mol N2 = 3.12mol N2H4 4.68mol N2 mol N2O4 N O 2 4 92.02g N2O4 2.17mol N2O4 3 mol N2 mol N2O4 N2H4 is the limiting reactant because it produces less product, N2, than does N2O4. = 4.68mol N2 2mol N2H4 2.00x102g 3N2(g) + 4H2O(l) = 2.17mol N2O4 = 6.51mol N2 28.02g N2 mol N2 = 131g N2 The effect of side reactions on yield. A +B C (reactants) (main product) D (side products) Calculating Percent Yield Silicon carbide (SiC) is an important ceramic material that is made by allowing sand(silicon dioxide, SiO2) to react with powdered carbon at high temperature. Carbon monoxide is also formed. When 100.0 kg of sand is processed, 51.4 kg of SiC is recovered. What is the percent yield of SiC from this process? PLAN: write balanced equation find mol reactant & product SOLUTION: SiO2(s) + 3C(s) 100.0 kg SiO2 SiC(s) + 2CO(g) 103 g SiO2 mol SiO2 kg SiO2 60.09 g SiO2 = 1664 mol SiO2 mol SiO2 = mol SiC = 1664 find g product predicted 1664 mol SiC mol SiC actual yield/theoretical yield x 100 51.4 kg percent yield 40.10 g SiC kg 66.73 kg 103g x100 =77.0% = 66.73 kg Calculating the Molarity of a Solution PROBLEM: PLAN: Glycine (H2NCH2COOH) is the simplest amino acid. What is the molarity of an aqueous solution that contains 0.715 mol of glycine in 495 mL? Molarity is the number of moles of solute per liter of solution. mol of glycine divide by volume concentration(mol/mL) glycine 103mL = 1L molarity(mol/L) glycine SOLUTION: 0.715 mol glycine 1000mL 495 mL soln 1L = 1.44 M glycine Summary of mass-mole-number-volume relationships in solution. MASS (g) of compound in solution M (g/mol) AMOUNT (mol) of compound in solution Avogadro’s number (molecules/mol) MOLECULES (or formula units) of compound in solution M (g/mol) VOLUME (L) of solution Calculating Mass of Solute in a Given Volume of Solution PROBLEM: PLAN: A “buffered” solution maintains acidity as a reaction occurs. In living cells phosphate ions play a key buffering role, so biochemistry often study reactions in such solutions. How many grams of solute are in 1.75 L of 0.460 M sodium monohydrogen phosphate? Molarity is the number of moles of solute per liter of solution. Knowing the molarity and volume leaves us to find the # moles and then the # of grams of solute. The formula for the solute is Na2HPO4. volume of soln multiply by M moles of solute multiply by M grams of solute SOLUTION: 1.75 L 0.460 moles 1L = 0.805 mol Na2HPO4 0.805 mol Na2HPO4 141.96 g Na2HPO4 mol Na2HPO4 = 114 g Na2HPO4 Laboratory preparation of molar solutions. A •Weigh the solid needed. •Transfer the solid to a volumetric flask that contains about half the final volume of solvent. C Add solvent until the solution reaches its final volume. B Dissolve the solid thoroughly by swirling. Converting a concentrated solution to a dilute solution. Preparing a Dilute Solution from a Concentrated Solution PROBLEM: “Isotonic saline” is a 0.15 M aqueous solution of NaCl that simulates the total concentration of ions found in many cellular fluids. Its uses range from a cleaning rinse for contact lenses to a washing medium for red blood cells. How would you prepare 0.80 L of isotomic saline from a 6.0 M stock solution? It is important to realize the number of moles of solute does not change during the dilution but the volume does. The new volume will be the sum of the two volumes, that is, the total final volume. MdilxVdil = #mol solute = MconcxVconc volume of dilute soln SOLUTION: multiply by M of dilute solution PLAN: moles of NaCl in dilute soln = mol NaCl in concentrated soln divide by M of concentrated soln L of concentrated soln 0.80 L soln 0.15 mol NaCl = 0.12 mol NaCl L soln L solnconc 0.12 mol NaCl = 0.020 L soln 6 mol Calculating Amounts of Reactants and Products for a Reaction in Solution PROBLEM: PLAN: Specialized cells in the stomach release HCl to aid digestion. If they release too much, the excess can be neutralized with antacids. A common antacid contains magnesium hydroxide, which reacts with the acid to form water and magnesium chloride solution. As a government chemist testing commercial antacids, you use 0.10M HCl to simulate the acid concentration in the stomach. How many liters of “stomach acid” react with a tablet containing 0.10g of magnesium hydroxide? Write a balanced equation for the reaction; find the grams of Mg(OH)2; determine the mol ratio of reactants and products; use mols to convert to molarity. mass Mg(OH)2 L HCl divide by M mol Mg(OH)2 divide by M mol HCl mol ratio Calculating Amounts of Reactants and Products for a Reaction in Solution continued SOLUTION: Mg(OH)2(s) + 2HCl(aq) 0.10g Mg(OH)2 1.7x10-3 mol Mg(OH)2 3.4x10-3 = 1.7x10-3 mol Mg(OH)2 58.33g Mg(OH)2 mol Mg(OH)2 2 mol HCl 1 mol Mg(OH)2 1L mol HCl 0.10mol HCl MgCl2(aq) + 2H2O(l) = 3.4x10-3 mol HCl = 3.4x10-2 L HCl Solving Limiting-Reactant Problems for Reactions in Solution PROBLEM: PLAN: Mercury and its compounds have many uses, from fillings for teeth (as an alloy with silver, copper, and tin) to the industrial production of chlorine. Because of their toxicity, however, soluble mercury compounds, such mercury(II) nitrate, must be removed from industrial wastewater. One removal method reacts the wastewater with sodium sulfide solution to produce solid mercury(II) sulfide and sodium nitrate solution. In a laboratory simulation, 0.050L of 0.010M mercury(II) nitrate reacts with 0.020L of 0.10M sodium sulfide. How many grams of mercury(II) sulfide form? As usual, write a balanced chemical reaction. Since this is a problem concerning a limiting reactant, we proceed as we would for a limiting reactant problem. Find the amount of product which would be made from each reactant. Then choose the reactant that gives the lesser amount of product. Solving Limiting-Reactant Problems for Reactions in Solution continued SOLUTION: Hg(NO3)2(aq) + Na2S(aq) L of Hg(NO3)2 0.050L Hg(NO3)2 multiply by M x 0.010 mol/L mol Hg(NO3)2 mol ratio mol HgS HgS(s) + 2NaNO3(aq) 0.020L Hg(NO3)2 x 0. 10 mol/L multiply by M x 1mol HgS x 1mol HgS 1mol Hg(NO3)2 1mol Na2S = 5.0x10-4 mol HgS = 2.0x10-3 mol HgS Hg(NO3)2 is the limiting reagent. 5.0x10-4 mol HgS 232.7g HgS 1 mol HgS L of Na2S = 0.12g HgS mol Na2S mol ratio mol HgS An overview of the key mass-mole-number stoichiometry relationships.