General Chemistry: An Integrated Approach Hill, Petrucci, 4th Edition Chapter 2 Atoms, Molecules, and Ions Mark P. Heitz State University of New York at Brockport © 2005, Prentice Hall, Inc. Laws of Chemical Composition Conservation of Mass - The total mass remains constant during a chemical reaction. Example: Decomposition of mercuric oxide (HgO) HgO(s) = Hg(l) + O2(g) EOS Chapter 2: Atoms, Molecules, and Ions 2 Law of Definite Proportions All samples of a compound have the same composition; that is, all samples have the same proportions, by mass, of the elements present Water always contains: ~89% oxygen ~11% hydrogen EOS Chapter 2: Atoms, Molecules, and Ions 3 Basic Copper Carbonate EOS Chapter 2: Atoms, Molecules, and Ions 4 Law of Multiple Proportions When two or more different compounds of the same two elements are compared, the masses of one element that combine with the a fixed mass of the second element are in the ratio of small whole numbers. Multiple proportions illustrated EOS Chapter 2: Atoms, Molecules, and Ions 5 Law of Multiple Proportions EOS Chapter 2: Atoms, Molecules, and Ions 6 Atomic Theory of Matter • All matter is composed of extremely small, indivisible particles called atoms • All atoms of a given element are alike in mass and other properties, but atoms of one element differ from the atoms of every other element • Compounds are formed when atoms of different elements unite in fixed proportions • A chemical reaction involves a rearrangement of atoms. No atoms are created, destroyed, or broken apart in a chemical reaction Chapter 2: Atoms, Molecules, and Ions EOS 7 Atomic Theory Illustrated … Note the laws of constant composition and conservation of mass EOS Chapter 2: Atoms, Molecules, and Ions 8 Subatomic Particles Protons and neutrons are located at the center of an atom called the nucleus. Electrons are dispersed around the nucleus. EOS Chapter 2: Atoms, Molecules, and Ions 9 Isotopes Atoms that have the same number of protons but different numbers of neutrons are called isotopes Atomic number (Z) = number of protons Hydrogen has 1 proton, 0 neutrons Deuterium has 1 proton, 1 neutron Tritium has 1 proton, 2 neutrons - Z=1 Z=1 Z=1 EOS Chapter 2: Atoms, Molecules, and Ions 10 Other Examples of Isotopes Carbon-14 Z=6 so 8 neutrons Chlorine-35 Z = 17 so 18 neutrons Uranium-234 Z = 92 so 142 neutrons The number of neutrons = A – Z EOS Chapter 2: Atoms, Molecules, and Ions 11 Atomic Masses EOS Chapter 2: Atoms, Molecules, and Ions 12 Atomic Masses An atomic mass unit (amu) is defined as exactly one-twelfth the mass of a carbon-12 atom 1 u = 1.66054 × 10–24 g The atomic mass of an element is the weighted average of the masses of the naturally occurring isotopes of that element EOS Chapter 2: Atoms, Molecules, and Ions 13 Periodic Table Arranged the known elements in order of increasing atomic weight from left to right and from top to bottom in groups. Elements that tend to most closely resemble each other are arranged in the same vertical group. EOS Chapter 2: Atoms, Molecules, and Ions 14 Modern Periodic Table Elements are divided into two main classes EOS Chapter 2: Atoms, Molecules, and Ions 15 Modern Periodic Table Except for hydrogen, those elements to the left of the line are metals EOS Chapter 2: Atoms, Molecules, and Ions 16 Modern Periodic Table Elements to the right of the line are nonmetals EOS Chapter 2: Atoms, Molecules, and Ions 17 Modern Periodic Table Elements around the line are referred to as metalloids EOS Chapter 2: Atoms, Molecules, and Ions 18 Introduction to Compounds A molecule is a group of two or more atoms held together by covalent bonds. A chemical formula is a symbolic representation of the composition of a compound in terms of its constituent elements. EOS Chapter 2: Atoms, Molecules, and Ions 19 Molecular Compounds Ball-and-stick model vs. Spacefilling model EOS Chapter 2: Atoms, Molecules, and Ions 20 Empirical and Molecular Formulas Empirical formula: the simplest whole number ratio of elements in a compound Example: Molecular formula of glucose – C6H12O6 The elemental ratio C:H:O is 1:2:1, so the empirical formula is CH2O EOS Chapter 2: Atoms, Molecules, and Ions 21 Structural Formulas Shows how atoms are attached to one another. EOS Chapter 2: Atoms, Molecules, and Ions 22 Chapter 2: Atoms, Molecules, and Ions 23 Chapter 2: Atoms, Molecules, and Ions 24 Chapter 2: Atoms, Molecules, and Ions 25 Binary Molecular Compounds Compounds that are typically comprised of two nonmetallic elements: e.g., CO, NO, HF Molecular formulas are usually written with the more “metallic” first – “metallic” means farther left in the period and lower in the group EOS Chapter 2: Atoms, Molecules, and Ions 26 Binary Molecular Formulas The lines trace a continuous path from boron (B) to fluorine (F). The element closer to the beginning of this path is generally written first in the formula of a binary molecular compound. EOS Chapter 2: Atoms, Molecules, and Ions 27 Formulas and Subscripts Subscripts are used when a given atom is used more than once e.g., H2O, CO2, N2O, HF, B2O3 The presence of subscripts is reflected in the names of compounds EOS Chapter 2: Atoms, Molecules, and Ions 28 Names of Binary Compounds Consider the compounds CO and CO2 The compound name consists of two words, one for each element in the compound Name the element that appears first in the formula: CARBON The second element has an altered name: retain the stem of the element name and replace the ending by -ide OXYGEN OXIDE However, both compounds cannot be carbon oxide EOS Chapter 2: Atoms, Molecules, and Ions 29 Names of Binary Compounds Consider the compounds CO and CO2 The names are further modified by adding prefixes to denote the numbers of atoms EOS Chapter 2: Atoms, Molecules, and Ions 30 Ions and Ionic Compounds Atoms that gain or lose electrons are called ions Positive ions: CATIONS Atoms that lose electrons form cations Na Na+ + e– Negative ions: ANIONS Atoms that gain electrons form anions Cl + e– Cl– EOS Chapter 2: Atoms, Molecules, and Ions 31 Monatomic Ions Group A metals usually lose the number of electrons equal to their Group number. Nonmetal atoms usually gain electrons and have a charge equal to their Group number minus eight. The periodic table cannot be used to determine the charge on Group B metals. For naming, Group B metals capable of multiple charges have the corresponding Roman numeral in parentheses added after the element name. EOS Chapter 2: Atoms, Molecules, and Ions 32 Common Monatomic Ions EOS Chapter 2: Atoms, Molecules, and Ions 33 Names and Formulas for Ionic Compounds Ionic compounds form when oppositely charged ions are attracted to each other NaCl Resulting compound is electrically neutral Na+ Cl– (+1) + (–1) = 0 Ionic compound names use the cation name followed by the anion name Sodium chloride EOS Chapter 2: Atoms, Molecules, and Ions 34 Polyatomic Ions Polyatomic ions are charged groups of covalently bonded atoms EOS Chapter 2: Atoms, Molecules, and Ions 35 Hydrates A hydrate is an ionic compound in which the formula unit includes a fixed number of water molecules associated with cations and anions Examples: BaCl2 . 2 H2O CuSO4 . 5 H2O EOS Chapter 2: Atoms, Molecules, and Ions 36 Acids • Taste sour • Turn blue litmus paper red • React with metals to form hydrogen gas • Neutralize a base IntroToAcids EOS Chapter 2: Atoms, Molecules, and Ions 37 Bases • • • • Taste bitter Turn red litmus paper blue Feel slippery on skin Neutralize an acid IntroToBases EOS Chapter 2: Atoms, Molecules, and Ions 38 Arrhenius Concepts Acids are compounds that ionize in water to form a solution of H+ ions and anions Bases are compounds that ionize in – water to form solutions of OH and cations Acids and bases react to form a salt and water = neutralization EOS Chapter 2: Atoms, Molecules, and Ions 39 Arrhenius Concepts Acids and bases react to form a salt and water = neutralization HCl + NaOH “Salt” + Water Acid Base NaCl HOH cation/anion EOS Chapter 2: Atoms, Molecules, and Ions 40 Formulas and Names for Acids Binary acids start with hydro and end with “ic” plus the word acid Ternary acids simply use the polyatomic anion name with “ate” changing to “ic” plus the word acid EOS Chapter 2: Atoms, Molecules, and Ions 41 Formulas and Names for Bases Arrhenius bases always have hydroxide ions The name follows ionic compound convention e.g., NaOH – sodium hydroxide Molecular bases form OH– after reacting with water NH3 + HOH NH4OH Ammonia ammonium hydroxide EOS Chapter 2: Atoms, Molecules, and Ions 42 Formulas and Names for Salts Binary salts use the “ide” ending on the anion name e.g., sodium chloride Polyatomic salts use “ate” ending on the anion name e.g., sodium sulfate EOS Chapter 2: Atoms, Molecules, and Ions 43 Electrolytic Dissociation and Conduction Molten (liquid) ionic compounds and aqueous solutions of ionic compounds are good electrical conductors: they form cations and anions in solution Electrons can flow in these solutions, resulting in an electric current EOS Chapter 2: Atoms, Molecules, and Ions 44 Nonelectrolyte Solutions Solutions of nonelectrolytes don’t conduct electricity since the solute is exclusively as molecules Electrolytes and Nonelectrolytes EOS Chapter 2: Atoms, Molecules, and Ions 45 Strong/Weak Electrolytes Strong electrolytes generate ions and are good conductors of electricity Weak electrolytes partially ionize and are poor conductors of electricity EOS Chapter 2: Atoms, Molecules, and Ions 46 Ion Concentrations in Solutions Brackets [ ] are used to represent molar concentrations in units of molarity, moles per liter, M In a 0.010 M solution of NaCl: Since NaCl(s) Na+(aq) + Cl–(aq) in solution there is 0.010 M Na+ and 0.010 M Cl– Dissolution Video In a 0.010 M solution of Na2SO4: Na2SO4(s) 2 Na+(aq) + SO4–2(aq) in solution there is 0.020 M Na+ and 0.010 M SO4–2 EOS Chapter 2: Atoms, Molecules, and Ions 47 Strong and Weak Acids Strong acids are acids that are completely ionized in water and are good conductors of electricity Introduction to Acids Clip Weak acids are acids in which only some of the molecules are ionized in water; the rest remain as intact molecules The dissociation of a weak acid in solution is written using a double arrow to indicate that the dissociation does not go to completion EOS Chapter 2: Atoms, Molecules, and Ions 48 Limited Ionization Organic acids such as acetic acid are typical weak acids that have limited ionization in solution CH3COOH(aq) CH3COO–(aq) + H+(aq) + EOS Chapter 2: Atoms, Molecules, and Ions 49 Recognizing Strong/Weak Acids Molecular formulas of compounds with ionizable H atoms have the H atom written first – strong acids e.g., HCl, H2SO4 Condensed structural formulas for weakly ionizable H atoms show the H at the end – weak acids e.g., CH3COOH EOS Chapter 2: Atoms, Molecules, and Ions 50 Recognizing Strong/Weak Acids Memorize the six strong acids EOS Chapter 2: Atoms, Molecules, and Ions 51 Strong and Weak Bases • Strong bases are ionic hydroxides that completely ionize in water - good conductors of electricity • Weak bases are substances that act as bases but remain mostly molecular at equilibrium in water • The dissociation of a weak base in solution is written using a double arrow to indicate that the dissociation does not go to completion Ammonia, NH3, is a weak base EOS Chapter 2: Atoms, Molecules, and Ions 52 Recognizing Strong/Weak Bases As with acids, memorize the few strong bases EOS Chapter 2: Atoms, Molecules, and Ions 53 Organic Compounds • Organic Chemistry is the study of carbon and its compounds • Carbon compounds containing one or more of the elements H, O, N, or S are especially common • Most organic compounds are molecular compounds • Can exist as acids, bases, and salts • Compounds have systematic names AND common names EOS Chapter 2: Atoms, Molecules, and Ions 54 Representations of Molecules Structural Formula Ball and Stick Condensed Structural Formula CH3CH2CH3 EOS Chapter 2: Atoms, Molecules, and Ions 55 Saturated Hydrocarbons Hydrocarbons have only hydrogen and carbon atoms Saturated hydrocarbon: has the maximum number of hydrogen atoms possible for each carbon atom Alkanes are saturated hydrocarbons Methane (CH4) is the first molecule in the alkane series EOS Chapter 2: Atoms, Molecules, and Ions 56 Prefixes for Number of Carbon Used for simple organic molecules Combined with alkane ending “ane” e.g., propane is a 3-carbon alkane EOS Chapter 2: Atoms, Molecules, and Ions 57 Table 20.2 Chapter 2: Atoms, Molecules, and Ions 58 Ethane Propane • Second most simple alkane • Minor ingredient of natural gas H H C H H C H • Also known as bottled gas • Found in natural gas, but separately for commercial purposes H H H C H Chapter 2: Atoms, Molecules, and Ions H C H H C H H 59 Butane • Gas used in Butane lighters • Four carbon chain allows for possible isomerizations - Compounds which share the same molecular formula but differ in their structural formula H H H C C H H H H H C H Chapter 2: Atoms, Molecules, and Ions H H C C H H H H C C H H H C H H 60 Isomers Compounds with the same molecular formula but different structural formulas EOS Chapter 2: Atoms, Molecules, and Ions 61 Cyclic Alkanes Alkane compounds that have carbons arranged in a ring structure are called cycloalkanes. use the prefix cyclo- methylcyclopropane cyclohexane EOS Chapter 2: Atoms, Molecules, and Ions 62 Ethene • Simplest member if the alkene family, also called ethylene H • Most important commercial organic C chemical H • U.S. production over 20 billion kg, more than have is used in the production of polyethylene, one of the most familiar plastics. Chapter 2: Atoms, Molecules, and Ions H C H 63 Higher Level Alkenes • alkenes of containing four carbons provide the opportunity for isomerization, a change in the location of the double bond. • Different double bond positions result in different chemical properties H C C H H H C H H C H H H H C C H H Chapter 2: Atoms, Molecules, and Ions H C H C H H 64 Ethyne • Commercially known as acetylene • Used as a fuel in welding torches • Past used a surgical anesthetic H C C H Chapter 2: Atoms, Molecules, and Ions 65 Functional Groups Specific groupings of atoms attached to a carbon chain that give the compound unique properties Most-common functional groups include: • • • • • Alcohols Ethers Carboxylic Acids Esters Amines EOS Chapter 2: Atoms, Molecules, and Ions 66 Table 20.5 Chapter 2: Atoms, Molecules, and Ions 67 Alcohols Alcohols are molecules that contain a hydroxyl group (OH) EOS Chapter 2: Atoms, Molecules, and Ions 68 Ethanol • Alcohol found in wine, liquor or beer • Industrial ethanol made from ethene is cheaper because it generally lacks the same taxes on the “recreational” alcohol • Although identical, industrial contains a noxious substance to prevent people from drinking it. • A solution of 70% ethanol by volume acts as an antiseptic by coagulating bacterial proteins H H H C H C H OH Chapter 2: Atoms, Molecules, and Ions 69 Iso-propanol • Commonly called rubbing alcohol • Used to give sponge baths to reduce high fevers. • Alcohol quickly evaporates removing heat from the skin surface, lowering one’s temperature H H C H OH C H H C H H Chapter 2: Atoms, Molecules, and Ions 70 Propanetriol • • • • Commonly known as glycerol, or glycerin Very think, sweet tasting compound Nontoxic, excellent carrier of medicine Used by cosmetic industry in hand and skin creams because it acts as a good lubricant HO H C OH C OH C H H H H Chapter 2: Atoms, Molecules, and Ions 71 STRUCTURE Aldehyde O C R H R = H, alkyl, aryl Ketone O C R R' R and R' = alkyl or aryl R and R' cannot be hydrogen! EXAMPLES O C CH 3 CH 2 CH 2 CH 3 2-Pentanone O CH3 C CH2 CH2 CH CH3 CH2 CH3 4-Ethyl-3-hexanone Example of Common Names O C CH 3 CH 2 CH 2 CH 3 Methyl propyl ketone O CH3 C CH2 CH3 CH2 Diethyl ketone IUPAC Nomenclature of Aldehydes • Choose the longest continuous carbon chain that contains the carbonyl carbon • Number from the end of the chain closest to the carbonyl carbon (carbon #1!) • Aldehyde ending is -al Do the aldehydes section of Organic Nomenclature program. EXAMPLES H3C CH2 CH2 CH2 C aldehyde group is always carbon 1 O H pentanal Cl 4 CH3 3 CH 1 2 C CH CH3 O H 2-chloro-3-methylbutanal O SPECIAL CASES C H H O C H formaldehyde O benzaldehyde C H CH3 acetaldehyde KNOW THESE Ethers Ethers are molecules in which two alkane groups (R-) are attached to a central oxygen atom The general formula is R-O-R´ R and R´ may be the same or different groups CH3CH2OCH2CH3 CH3CH2OCH2CH2CH3 EOS Chapter 2: Atoms, Molecules, and Ions 78 Carboxylic Acids Carboxylic acids are alkanes that also contain a carboxyl group and are weak acids Acts like an Arrhenius acid, loses a hydrogen ion HCOO– + H+ EOS Chapter 2: Atoms, Molecules, and Ions 79 Esters Esters are molecules in which two alkanes are attached to each side of a carboxyl group (R’-COO-R) EOS Chapter 2: Atoms, Molecules, and Ions 80 Amines Amines are molecules in which alkanes and hydrogen(s) are attached to a central nitrogen Amines are weak bases NH2(CH2)4NH2 EOS Chapter 2: Atoms, Molecules, and Ions 81 Summary of Concepts • The basic laws of chemical combination are the laws of conservation of mass, constant composition, and multiple proportions. • The three main subatomic particles are the protons, neutrons, and electrons. • Atoms with the same number of protons but different numbers of neutrons are called isotopes. • A chemical formula indicates the relative numbers of atoms of each type in a compound. EOS Chapter 2: Atoms, Molecules, and Ions 82 Summary (cont.) • The periodic table is an arrangement of the elements by atomic number that places elements with similar properties into the same vertical group. • Ions are formed by the gain or loss of electrons. Positive ions are cations and negative ions are anions. • Many compounds are classified as either acids (H+), bases (OH–), or salts (neutralization of acid and base). • Organic compounds are based on the element carbon. • Functional groups confer distinctive properties on an organic molecule. EOS Chapter 2: Atoms, Molecules, and Ions 83