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General Chemistry
Principles and Modern Applications
   Petrucci • Harwood • Herring
             8th Edition


      Chapter 3: Chemical Compounds

                          Philip Dutton
                 University of Windsor, Canada

                     Prentice-Hall © 2002



Slide 1 of 37      General Chemistry:            Prentice-Hall ©
Contents

  3-1     Molecular and Ionic Compounds
  3-2     Molecular Mass
  3-3     Composition
  3-4     Oxidation States
  3-5     Names and formulas
          Focus on Mass Spectrometry




Slide 2 of 37     General Chemistry:   Prentice-Hall ©
Molecular compounds




 1 /inch
 0.4 /cm



Slide 3 of 37     General Chemistry:   Prentice-Hall ©
Standard color scheme




Slide 4 of 37      General Chemistry:   Prentice-Hall ©
Some molecules
      H2O2            CH3CH2Cl           P4O10




       CH3CH(OH)CH3          HCO2H


Slide 5 of 37     General Chemistry:   Prentice-Hall ©
Ionic compounds
   Atoms of almost all elements can gain or lose electrons to
    form charged species called ions.
   Compounds composed of ions are known as ionic
    compounds.


       Metals tend to lose electrons to form positively
        charged ions called cations.
       Non-metals tend to gain electrons to form
        negatively charged ions called anions.


Slide 6 of 37       General Chemistry:         Prentice-Hall ©
Sodium chloride

Extended array of Na+ and Cl- ions   Simplest formula unit is NaCl




Slide 7 of 37           General Chemistry:         Prentice-Hall ©
Inorganic molecules




   S8                                             P4




Slide 8 of 37     General Chemistry:   Prentice-Hall ©
Molecular mass
         H OH
                    H O                   Glucose
    HO                             Molecular formula C6H12O6
      HO                     H
                H     OH           Empirical formula CH2O
           H            OH

Molecular Mass: Use the naturally occurring mixture of isotopes,

                    6 x 12.01 + 12 x 1.01 + 6 x 16.00 = 180.18

Exact Mass:         Use the most abundant isotopes,

                    6 x 12.000000 + 12 x 1.007825 + 6 x 15.994915
                                                      = 180.06339
   Slide 9 of 37           General Chemistry:         Prentice-Hall ©
Chemical Composition
                         Halothane      C2HBrClF3

                         Mole ratio     nC/nhalothane
                         Mass ratio     mC/mhalothane




 M(C2HBrClF3) = 2MC + MH + MBr + MCl + 3MF
                 = (2  12.01) + 1.01 + 79.90 + 35.45 + (3  19.00)
                 = 197.38 g/mol
Slide 10 of 37      General Chemistry:            Prentice-Hall ©
Example 3.4
   Calculating the Mass Percent Composition of a Compound

       Calculate the molecular mass
              M(C2HBrClF3) = 197.38 g/mol

       For one mole of compound, formulate the mass
       ratio and convert to percent:

             (2 ×12.01) g
        %C =              ×100% = 12.17%
               197.38 g


Slide 11 of 37     General Chemistry:        Prentice-Hall ©
Example 3-4
                 (2 × 12.01) g
           %C =                × 100% = 12.17%
                   197.38 g
                   1.01g
           %H =            × 100% = 0.51%
                  197.38 g
                   79.90 g
           % Br =          × 100% = 40.48%
                  197.38 g
                   35.45 g
           %Cl =           × 100% = 17.96%
                  197.38 g
                 (3 × 19.00) g
           %F =                × 100% = 28.88%
                   197.38 g

Slide 12 of 37     General Chemistry:      Prentice-Hall ©
Empirical formula
 5 Step approach:

     1.   Choose an arbitrary sample size (100g).
     2.   Convert masses to amounts in moles.
     3.   Write a formula.
     4.   Convert formula to small whole numbers.
     5.   Multiply all subscripts by a small whole number
          to make the subscripts integral.


Slide 13 of 37      General Chemistry:     Prentice-Hall ©
Example 3-5
  Determining the Empirical and Molecular Formulas of a
  Compound from Its Mass Percent Composition.

  Dibutyl succinate is an insect repellent used against household
  ants and roaches. Its composition is 62.58% C, 9.63% H and
  27.79% O. Its experimentally determined molecular mass is
  230 u. What are the empirical and molecular formulas of
  dibutyl succinate?

  Step 1: Determine the mass of each element in a 100g sample.

           C 62.58 g        H 9.63 g        O 27.79 g

Slide 14 of 37      General Chemistry:          Prentice-Hall ©
Example 3-5
   Step 2: Convert masses to amounts in moles.
                               1 mol C
             nC = 62.58 g C ×            = 5.210 mol C
                              12.011 g C
                               1 mol H
              nH = 9.63 g H ×            = 9.55 mol H
                              1.008 g H
                               1 mol O
             nO = 27.79 g O ×            = 1.737 mol O
                              15.999 g O
   Step 3: Write a tentative formula.            C5.21H9.55O1.74

   Step 4: Convert to small whole numbers.        C2.99H5.49O



Slide 15 of 37      General Chemistry:          Prentice-Hall ©
Example 3-5
   Step 5: Convert to a small whole number ratio.

           Multiply 2 to get C5.98H10.98O2

                           The empirical formula is C6H11O2

   Step 6: Determine the molecular formula.

           Empirical formula mass is 115 u.
           Molecular formula mass is 230 u.

                            The molecular formula is C12H22O4


Slide 16 of 37      General Chemistry:         Prentice-Hall ©
Combustion analysis




Slide 17 of 37     General Chemistry:   Prentice-Hall ©
Oxidation States


Metals tend to                                               Non-metals tend
lose electrons.                                              to gain electrons.
Na  Na+ + e-                                                Cl + e-  Cl-



      Reducing agents                              Oxidizing agents


          We use the Oxidation State to keep track of the number of
           electrons that have been gained or lost by an element.



  Slide 18 of 37         General Chemistry:               Prentice-Hall ©
Rules for Oxidation States
 1.    The oxidation state (OS) of an individual atom in a free
       element is 0.

 2.    The total of the OS in all atoms in:
        i. Neutral species is 0.
        ii. Ionic species is equal to the charge on the ion.

 3.    In their compounds, the alkali metals and the alkaline
       earths have OS of +1 and +2 respectively.

 4.    In compounds the OS of fluorine is always –1


Slide 19 of 37       General Chemistry:          Prentice-Hall ©
Rules for Oxidation States

 5.    In compounds, the OS of hydrogen is usually +1

 6.    In compounds, the OS of oxygen is usually –2.

 7.    In binary (two-element) compounds with metals:
        i. Halogens have OS of –1,
        ii. Group 16 have OS of –2 and
        iii. Group 15 have OS of –3.




Slide 20 of 37      General Chemistry:        Prentice-Hall ©
Example 3-7
  Assigning Oxidation States.

  What is the oxidation state of the underlined element in each
  of the following? a) P4; b) Al2O3; c) MnO4-; d) NaH

   a) P4 is an element. P OS = 0
   b) Al2O3: O is –2. O3 is –6. Since (+6)/2=(+3), Al OS = +3.
   c) MnO4-: net OS = -1, O4 is –8. Mn OS = +7.
   d) NaH: net OS = 0, rule 3 beats rule 5, Na OS = +1 and
                                            H OS = -1.


Slide 21 of 37      General Chemistry:          Prentice-Hall ©
Naming Compounds

Trivial names are used for common compounds.

A systematic method of naming compounds is
known as a system of nomenclature.

                  Organic compounds
                 Inorganic compounds

Slide 22 of 37    General Chemistry:   Prentice-Hall ©
Inorganic Nomenclature

Binary Compounds of Metals and Nonmetals


        NaCl             =            sodium chloride

  electrically neutral       name is unchanged    “ide” ending


       MgI2              =            magnesium iodide
       Al2O3             =            aluminum oxide
       Na2S              =            sodium sulfide


 Slide 23 of 37          General Chemistry:             Prentice-Hall ©
Slide 24 of 37   General Chemistry:   Prentice-Hall ©
Binary Compounds of Two Non-metals

   Molecular compounds
          usually write the positive OS element first.
          HCl hydrogen chloride


   Some pairs form more than one compound

            mono 1                   penta       5
            di       2               hexa        6
            tri      3               hepta       7
            tetra    4               octa        8

Slide 25 of 37           General Chemistry:              Prentice-Hall ©
Slide 26 of 37   General Chemistry:   Prentice-Hall ©
Binary Acids

              Acids produce H+ when dissolved in water.
              They are compounds that ionize in water.



Emphasize the fact that a molecule is an acid by altering the
name.
        HCl       hydrogen chloride   hydrochloric acid
        HF        hydrogen fluoride   hydrofluoric acid



 Slide 27 of 37        General Chemistry:         Prentice-Hall ©
Polyatomic Ions

Polyatomic ions are very common.
    Table 3.3 gives a list of some of them. Here are a few:

 ammonium ion       NH4+           acetate ion            C2H3O2-
 carbonate ion      CO32-          hydrogen carbonate     HCO3-
 hypochlorite       ClO-           phosphate              PO43-
 chlorite           ClO2-          hydrogen phosphate     HPO42-
 chlorate           ClO3-          sulfate                SO42-
 perchlorate        ClO4-          hydrogensulfate        HSO4-



Slide 28 of 37       General Chemistry:              Prentice-Hall ©
Slide 29 of 37   General Chemistry:   Prentice-Hall ©
Naming Organic Compounds

       Organic compounds abound in nature
           Fats, carbohydrates and proteins are foods.
                 Propane, gasoline, kerosene, oil.
                       Drugs and plastics


 Carbon atoms form chains and rings and act as
         the framework of molecules.


Slide 30 of 37       General Chemistry:          Prentice-Hall ©
Slide 31 of 37   General Chemistry:   Prentice-Hall ©
Visualizations of some hydrocarbons




Slide 32 of 37   General Chemistry:   Prentice-Hall ©
Visualizations of some hydrocarbons




Slide 33 of 37   General Chemistry:   Prentice-Hall ©
Isomers
  Isomers have the same molecular formula but have different
               arrangements of atoms in space.




      (c)

                                  H


Slide 34 of 37     General Chemistry:         Prentice-Hall ©
Functional Groups – carboxylic acid




Slide 35 of 37   General Chemistry:   Prentice-Hall ©
Functional Groups - alcohol




Slide 36 of 37   General Chemistry:   Prentice-Hall ©
Chapter 3 Questions



                 3, 5, 12, 24, 35,
                 46, 53, 61, 57, 73,
                 95, 97



Slide 37 of 37      General Chemistry:   Prentice-Hall ©

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  • 1. General Chemistry Principles and Modern Applications Petrucci • Harwood • Herring 8th Edition Chapter 3: Chemical Compounds Philip Dutton University of Windsor, Canada Prentice-Hall © 2002 Slide 1 of 37 General Chemistry: Prentice-Hall ©
  • 2. Contents 3-1 Molecular and Ionic Compounds 3-2 Molecular Mass 3-3 Composition 3-4 Oxidation States 3-5 Names and formulas Focus on Mass Spectrometry Slide 2 of 37 General Chemistry: Prentice-Hall ©
  • 3. Molecular compounds 1 /inch 0.4 /cm Slide 3 of 37 General Chemistry: Prentice-Hall ©
  • 4. Standard color scheme Slide 4 of 37 General Chemistry: Prentice-Hall ©
  • 5. Some molecules H2O2 CH3CH2Cl P4O10 CH3CH(OH)CH3 HCO2H Slide 5 of 37 General Chemistry: Prentice-Hall ©
  • 6. Ionic compounds  Atoms of almost all elements can gain or lose electrons to form charged species called ions.  Compounds composed of ions are known as ionic compounds.  Metals tend to lose electrons to form positively charged ions called cations.  Non-metals tend to gain electrons to form negatively charged ions called anions. Slide 6 of 37 General Chemistry: Prentice-Hall ©
  • 7. Sodium chloride Extended array of Na+ and Cl- ions Simplest formula unit is NaCl Slide 7 of 37 General Chemistry: Prentice-Hall ©
  • 8. Inorganic molecules S8 P4 Slide 8 of 37 General Chemistry: Prentice-Hall ©
  • 9. Molecular mass H OH H O Glucose HO Molecular formula C6H12O6 HO H H OH Empirical formula CH2O H OH Molecular Mass: Use the naturally occurring mixture of isotopes, 6 x 12.01 + 12 x 1.01 + 6 x 16.00 = 180.18 Exact Mass: Use the most abundant isotopes, 6 x 12.000000 + 12 x 1.007825 + 6 x 15.994915 = 180.06339 Slide 9 of 37 General Chemistry: Prentice-Hall ©
  • 10. Chemical Composition Halothane C2HBrClF3 Mole ratio nC/nhalothane Mass ratio mC/mhalothane M(C2HBrClF3) = 2MC + MH + MBr + MCl + 3MF = (2  12.01) + 1.01 + 79.90 + 35.45 + (3  19.00) = 197.38 g/mol Slide 10 of 37 General Chemistry: Prentice-Hall ©
  • 11. Example 3.4 Calculating the Mass Percent Composition of a Compound Calculate the molecular mass M(C2HBrClF3) = 197.38 g/mol For one mole of compound, formulate the mass ratio and convert to percent: (2 ×12.01) g %C = ×100% = 12.17% 197.38 g Slide 11 of 37 General Chemistry: Prentice-Hall ©
  • 12. Example 3-4 (2 × 12.01) g %C = × 100% = 12.17% 197.38 g 1.01g %H = × 100% = 0.51% 197.38 g 79.90 g % Br = × 100% = 40.48% 197.38 g 35.45 g %Cl = × 100% = 17.96% 197.38 g (3 × 19.00) g %F = × 100% = 28.88% 197.38 g Slide 12 of 37 General Chemistry: Prentice-Hall ©
  • 13. Empirical formula 5 Step approach: 1. Choose an arbitrary sample size (100g). 2. Convert masses to amounts in moles. 3. Write a formula. 4. Convert formula to small whole numbers. 5. Multiply all subscripts by a small whole number to make the subscripts integral. Slide 13 of 37 General Chemistry: Prentice-Hall ©
  • 14. Example 3-5 Determining the Empirical and Molecular Formulas of a Compound from Its Mass Percent Composition. Dibutyl succinate is an insect repellent used against household ants and roaches. Its composition is 62.58% C, 9.63% H and 27.79% O. Its experimentally determined molecular mass is 230 u. What are the empirical and molecular formulas of dibutyl succinate? Step 1: Determine the mass of each element in a 100g sample. C 62.58 g H 9.63 g O 27.79 g Slide 14 of 37 General Chemistry: Prentice-Hall ©
  • 15. Example 3-5 Step 2: Convert masses to amounts in moles. 1 mol C nC = 62.58 g C × = 5.210 mol C 12.011 g C 1 mol H nH = 9.63 g H × = 9.55 mol H 1.008 g H 1 mol O nO = 27.79 g O × = 1.737 mol O 15.999 g O Step 3: Write a tentative formula. C5.21H9.55O1.74 Step 4: Convert to small whole numbers. C2.99H5.49O Slide 15 of 37 General Chemistry: Prentice-Hall ©
  • 16. Example 3-5 Step 5: Convert to a small whole number ratio. Multiply 2 to get C5.98H10.98O2 The empirical formula is C6H11O2 Step 6: Determine the molecular formula. Empirical formula mass is 115 u. Molecular formula mass is 230 u. The molecular formula is C12H22O4 Slide 16 of 37 General Chemistry: Prentice-Hall ©
  • 17. Combustion analysis Slide 17 of 37 General Chemistry: Prentice-Hall ©
  • 18. Oxidation States Metals tend to Non-metals tend lose electrons. to gain electrons. Na  Na+ + e- Cl + e-  Cl- Reducing agents Oxidizing agents We use the Oxidation State to keep track of the number of electrons that have been gained or lost by an element. Slide 18 of 37 General Chemistry: Prentice-Hall ©
  • 19. Rules for Oxidation States 1. The oxidation state (OS) of an individual atom in a free element is 0. 2. The total of the OS in all atoms in: i. Neutral species is 0. ii. Ionic species is equal to the charge on the ion. 3. In their compounds, the alkali metals and the alkaline earths have OS of +1 and +2 respectively. 4. In compounds the OS of fluorine is always –1 Slide 19 of 37 General Chemistry: Prentice-Hall ©
  • 20. Rules for Oxidation States 5. In compounds, the OS of hydrogen is usually +1 6. In compounds, the OS of oxygen is usually –2. 7. In binary (two-element) compounds with metals: i. Halogens have OS of –1, ii. Group 16 have OS of –2 and iii. Group 15 have OS of –3. Slide 20 of 37 General Chemistry: Prentice-Hall ©
  • 21. Example 3-7 Assigning Oxidation States. What is the oxidation state of the underlined element in each of the following? a) P4; b) Al2O3; c) MnO4-; d) NaH a) P4 is an element. P OS = 0 b) Al2O3: O is –2. O3 is –6. Since (+6)/2=(+3), Al OS = +3. c) MnO4-: net OS = -1, O4 is –8. Mn OS = +7. d) NaH: net OS = 0, rule 3 beats rule 5, Na OS = +1 and H OS = -1. Slide 21 of 37 General Chemistry: Prentice-Hall ©
  • 22. Naming Compounds Trivial names are used for common compounds. A systematic method of naming compounds is known as a system of nomenclature. Organic compounds Inorganic compounds Slide 22 of 37 General Chemistry: Prentice-Hall ©
  • 23. Inorganic Nomenclature Binary Compounds of Metals and Nonmetals NaCl = sodium chloride electrically neutral name is unchanged “ide” ending MgI2 = magnesium iodide Al2O3 = aluminum oxide Na2S = sodium sulfide Slide 23 of 37 General Chemistry: Prentice-Hall ©
  • 24. Slide 24 of 37 General Chemistry: Prentice-Hall ©
  • 25. Binary Compounds of Two Non-metals Molecular compounds usually write the positive OS element first. HCl hydrogen chloride Some pairs form more than one compound mono 1 penta 5 di 2 hexa 6 tri 3 hepta 7 tetra 4 octa 8 Slide 25 of 37 General Chemistry: Prentice-Hall ©
  • 26. Slide 26 of 37 General Chemistry: Prentice-Hall ©
  • 27. Binary Acids Acids produce H+ when dissolved in water. They are compounds that ionize in water. Emphasize the fact that a molecule is an acid by altering the name. HCl hydrogen chloride hydrochloric acid HF hydrogen fluoride hydrofluoric acid Slide 27 of 37 General Chemistry: Prentice-Hall ©
  • 28. Polyatomic Ions Polyatomic ions are very common. Table 3.3 gives a list of some of them. Here are a few: ammonium ion NH4+ acetate ion C2H3O2- carbonate ion CO32- hydrogen carbonate HCO3- hypochlorite ClO- phosphate PO43- chlorite ClO2- hydrogen phosphate HPO42- chlorate ClO3- sulfate SO42- perchlorate ClO4- hydrogensulfate HSO4- Slide 28 of 37 General Chemistry: Prentice-Hall ©
  • 29. Slide 29 of 37 General Chemistry: Prentice-Hall ©
  • 30. Naming Organic Compounds Organic compounds abound in nature Fats, carbohydrates and proteins are foods. Propane, gasoline, kerosene, oil. Drugs and plastics Carbon atoms form chains and rings and act as the framework of molecules. Slide 30 of 37 General Chemistry: Prentice-Hall ©
  • 31. Slide 31 of 37 General Chemistry: Prentice-Hall ©
  • 32. Visualizations of some hydrocarbons Slide 32 of 37 General Chemistry: Prentice-Hall ©
  • 33. Visualizations of some hydrocarbons Slide 33 of 37 General Chemistry: Prentice-Hall ©
  • 34. Isomers Isomers have the same molecular formula but have different arrangements of atoms in space. (c) H Slide 34 of 37 General Chemistry: Prentice-Hall ©
  • 35. Functional Groups – carboxylic acid Slide 35 of 37 General Chemistry: Prentice-Hall ©
  • 36. Functional Groups - alcohol Slide 36 of 37 General Chemistry: Prentice-Hall ©
  • 37. Chapter 3 Questions 3, 5, 12, 24, 35, 46, 53, 61, 57, 73, 95, 97 Slide 37 of 37 General Chemistry: Prentice-Hall ©

Hinweis der Redaktion

  1. Chemical formula – relative numbers of atoms of each element present Empirical formula – the simplest whole number formula Structural formula – the order and type of attachements – shows multiple bonds - may show lone pairs - hard to show 3-d
  2. Positive and negaive ions joined together by electrostatic forces Metals tend to lose electrons to form cations Non-metals tend to gain electrons to form anions Ionic solids formulae are reported as the formula unit – inappropriate to call it a molecular formula
  3. Na loses one electron to form the sodium ion Cl gains one electron to form the chloride ion Centers of ions are shown in the ball and stick model for clarity Space filling model shows how the ions are actually in contact with one another. We will discuss face centered cubic and other types of packing in chapter 13
  4. Some inorganic compounds for molecules Sulfur and phosporous for example. They come in various forms called allotropes – these are one allotrope of each
  5. Glucose Emprical formula leads us to the name “carbohydrate”
  6. Molecular formula tells us there are TWO moles of C per mole of halothane. We also know about the MASSES of the compound and its elemental components. Therefore we can talk about PERCENT COMPOSITION BY MASS
  7. These types of calculations can be carried out in reverse for the following reasons: Unknown compounds are analyzed for % composition. Relative proportion of elements present on a mass basis. Chemical formula requires mole basis, I.e. numbers of atoms.
  8. If you know the molecular wt it is beneficial to choose that number, then only first three steps are required.
  9. Read the problem carefully Pick out the critical information Think Follow the steps to solve the problem
  10. Step 5. You can multiply the rounded off one if you wish, but be careful of introducing an error If all the subscripts are within ±0.1 you are probably OK to round to the integer. Step 6: Simple multiplication is obvious here.
  11. Water vapour absorbed by magnesium perchlorate Carbon dioxide absorbed by sodium hydroxide. The differences in mass of the absorbers before and after yiled the masses of water and CO 2 produced in the reaction Combustion takes place in an excess of oxygen so you cannot measure oxygen. Oxygen CAN be analyzed separately but is usually determined by difference.
  12. Metals are electron sources Non-metals are electron sinks Sodium goes to the +1 oxidation state Chlorine goes tot eh –1 oxidation state
  13. Rule 1 states OS of elements is 0 Rule 2 the total OS is 0, Rule 6 oxygen should be –2 to give a total of –6 for O, therefore 2 Al must be +6 or each Al is +3. Rule 2 the total OS is –1, Rule 6 oxygen should be –2 to give a total of –8 for O, therefore Mn must be +7. Rule 2 the total OS is –1, Rule 3 beats Rule 5 , so Na OS = +1 and H OS = -1. There are other examples in the text and much more detail on the rules. Read this material carefully.
  14. Trivial names such as water, ammonia, sugar, acetone, ether.
  15. Write the unmodified name of the metal Then write the name of the nonmetal, modifed to end in ide . Ionic compounds must be electrically neutral
  16. We have already discussed simple anions such as hydride, fluoride, chloride, iodide etc.
  17. Most oxoacids are ternary compounds composed of hydrogen, oxygen and one other nonmental. Oxoacids are molecular compounds, salts are ionic compounds Ic and ate names are assigned to compounds (rather than ite and ate as in the oxoanions) in which the central nonmetal atom has an oxidation state equal to the periodic group number – 10 For halogens ic and ate names are assigned to compounds in which the halogen has an oxidation state of +5.
  18. These are structural isomers. The structures are different these molecules do not have the same formula, they are different c) Now these molecules have the same formula and ALSO the same connectivity. These are geometric isomers.