Chemistry 100(02) Fall 2011 Instructor: Dr. Upali Siriwardane e-mail: upali@chem.latech.edu Office: CTH 311 Phone 257-4941 Office Hours: M,W, 8:00-9:00 & 11:00-12:00 a.m Tu,Th,F 9:00 10:00 a.m. Test Dates: March 25, April 26, and May 18; Comprehensive Fina Exam: 9:30-10:45 am, CTH 328. October 3, October 26, November 16, November 17, 2011 (Test 1): Chapter 1 & 2 2011 (Test 3): Chapter 3 & 4 2011 (Chapter 5 & 6) 2011 (Make-up test) comprehensive: Chapters 1-6 9:30-10:45:15 AM, CTH 328 CHEM 100, FALL 2011, LA TECH 3-1 Chapter 3. Chemical Compounds 3.1 Molecular Compounds Page 76 3.2 Naming Binary Inorganic Compounds Page 79 3.3 Hydrocarbons 80 3.4 Alkane and Their Isomers Page 83 3.5 Ions and Ionic Compounds Page 85 3.6 Naming Ions and Ionic Compounds Page 91 3.7 Properties of Ionic Compounds Page 94 3.8 Moles of Compounds Page 98 3.9 Percent Composition Page 103 3.10 Determining Empirical and Molecular Formulas Page 104 3.11 The Biological Periodic Table Page 107 CHEM 100, FALL 2011, LA TECH 3-2 Chapter 3. KEY CONCEPTS Chemical Compounds Molecular, condensed, and structural formulas Naming Binary Molecular Compounds Straight-chain, branched-chain constitutional alkane isomers Hydrocarbons and Alcohols Ions and Ionic Compounds Charges on monatomic ions and names and formulas of polyatomic ions Naming and formula of Ions and Ionic Compounds Properties of Ionic Compared to Molecular Compounds CHEM 100, FALL 2011, LA TECH Electrolytes and non-electrolytes Mole of Chemical Compounds Formula of a hydrated ionic compound Percent Composition Determining Empirical and Molecular Formulas Identify biologically important elements Identify the important functional groups in Biomolecules: Carbohydrates and Fats 3-3 What is a Compounds? They are made up of a collection of two or more different atoms and ions. CO2 - carbon dioxide SO2, - sulfur dioxide C3H8 - propane FeCl3, iron (III) chloride SnCl2 tin (II) chliride CHEM 100, FALL 2011, LA TECH 3-4 Types of Compounds A) Molecular or Covalent Compounds: non-metal + non-metal nonmetal oxide or halides: SO2 Organic compounds: C3H8 B) Ionic compounds: Metal + non-metal: a) Type I ionic compound (fixed charge) NaCl b) Type II ionic compound FeCl2 and FeCl3, SnCl2 and SnCl4 CHEM 100, FALL 2011, LA TECH 3-5 Formula of a Compound Formula are used to represent elements and compound. For molecular compounds, formula tell how many of each kind of atom are in a molecule. For ionic compounds, formula tell the simples ratio of actions and anions. Molecular Weight ? Molecular compounds and Formula Weight? Ionic compounds CHEM 100, FALL 2011, LA TECH 3-6 Types of Chemical Formula Molecular Shows ratio of atoms each element in the compound. E.g ethyl alcohol: C2H6O Condensed Shows groups of atoms bonded together in the formula. E.g ethyl alcohol: CH3CH2OH Structural Shows bonding of important groups in the formula E.g ethyl alcohol: CHEM 100, FALL 2011, LA TECH 3-7 Ball and Stick Models of Molecular Compounds CHEM 100, FALL 2011, LA TECH 3-8 Models of Ethanol CHEM 100, FALL 2011, LA TECH 3-9 Naming Binary Molecular-Covalent Compounds For compounds composed of two non-metallic elements, the more metallic element is listed first. To designate the multiplicity of an element, Greek prefixes are used: mono 1; di 2; tri 3; tetra 4; penta 5; hexa 6; hepta 7; octa 8 CHEM 100, FALL 2011, LA TECH 3-10 Simple Binary Molecular Compounds H2O NH3 N2O NO NO2 N2O4 CO CS2 SO3 CCl4 PCl5 SF6 CHEM 100, FALL 2011, LA TECH water (common name) ammonia (common name) dinitrogen oxide (nitrous oxide) nitrogen monoxide (nitric oxide) nitrogen dioxide dinitrogen tetroxide carbon monoxide carbon disulfide sulfur trioxide carbon tetrachloride phosphorus pentachloride sulfur hexafluoride 3-11 Hydrocarbons Catenation The formation of chains of atoms of the same element. This key feature of carbon permits a vast number of compounds to exist. Four types of hydrocarbons 1) Alkanes (saturated): single C-C bonds 2) Alkenes (unsaturated): double C=C bond 3) Alkynes (unsaturated): triple bond 4) Aromatic (unsaturated): benzene rings CHEM 100, FALL 2011, LA TECH 3-12 Classifying Organic Compounds Examples Hydrocarbons Alcohols Acids Amines Ketones Aldehydes CHEM 100, FALL 2011, LA TECH Functional Group C and H only R-OH R-COOH R-NH2 R(C=O)R’ R-CHO Ending -ane -ol -oic acid -amine -one -al 3-13 Hydrocarbons and Alcohols alkanes – CnH2n+2 E.g. C5H12 pentane alkenes – CnH2n E.g. C2H4 ethene alkynes – CnH2n-2 E.g. C2H2 ethyne alcohols – ROH E.g C2H5OH ethanol where R refers to the hydrocarbon radical backbone created by substituting an -OH functional group for a H atom in the hydrocarbon CHEM 100, FALL 2011, LA TECH 3-14 Alkanes – CnH2n+2 methane – CH4 ethane – C2H6 propane – C3H8 butane – C4H10 pentane – C5H12 CHEM 100, FALL 2011, LA TECH hexane – C6H14 heptane – C7H16 octane – C8H18 nonane – C9H20 decane – C10H22 3-15 Base names of hydrocarbons Prefix Carbons MethEthPropButPentHexHeptOctNonDec- 1 2 3 4 5 6 7 8 9 10 CHEM 100, FALL 2011, LA TECH I see much memorization in your future! 3-16 Butane Butane molecules are present in the liquid and gaseous states in the lighter CHEM 100, FALL 2011, LA TECH 3-17 As the chain length of Alkane/Alcohols increases so is the boiling point CHEM 100, FALL 2011, LA TECH 3-18 Straight & Branch-Chain Alkanes CHEM 100, FALL 2011, LA TECH 3-19 Some Common Alkyl Groups CHEM 100, FALL 2011, LA TECH 3-20 What is an Isomer? Compounds with the same number and type of atoms but with different arrangements. Molecular Formula Condensed formulas. C5H12 CH3CH2CH2CH2CH3 pentane CH3CH(CH3)CH2CH3 2-methylbutane (CH3)4C 2,2-dimethylpropane All are isomers of C5H12. CHEM 100, FALL 2011, LA TECH 3-21 Alkane Isomers is there a formula? CHEM 100, FALL 2011, LA TECH 3-22 Naming Branch-Chain Alkanes Select the longest chain alkane as the base name Determine the side chains and give them a number corresponding to the carbon number on the base chain Use Greek prefixes of mono-(1), bi-(2), tri(3), etc. for multiplicity of same side chain CHEM 100, FALL 2011, LA TECH 3-23 Naming Branch-Chain Alkanes CHEM 100, FALL 2011, LA TECH 3-24 Alcohol example CH3CH2CH2CH2OH C-C-C-C-O-H Base contains 4 carbon - Parent alkane name is butane -remove -e and add -ol alcohol name - butanol OH is on the first carbon so 1-butanol CHEM 100, FALL 2011, LA TECH 3-25 Ionic Compounds Characteristics of compounds with ionic bonding: Compound of metal and non-metal Composed of ions: cation and anion non-volatile, thus high melting points solids do not conduct electricity, but melts (liquid state) do many, but not all, are water soluble CHEM 100, FALL 2011, LA TECH 3-26 Ions Ions are charged particles formed by the transfer of electrons between elements or combinations of elements. Cation - a positively charged ion. Ca Ca2+ + 2eAnion - a negatively charged ion. F2 + 2e2F- CHEM 100, FALL 2011, LA TECH 3-27 Formation of Ionic Compound, NaCl CHEM 100, FALL 2011, LA TECH 3-28 Valance Electrons & Charge on Ions Outermost electrons (valance electrons) in an atom lost or gained metals form positive monatomic ions non-metals form negative monatomic ions Ionic compounds have electrical neutrality CHEM 100, FALL 2011, LA TECH 3-29 Valence or of Metal Ions Monatomic Ions (Type I) Group IA +1 Group A # Group IIA +2 Group A # Non-metals Group IIB -1 (8 - Group B #) Monatomic Ions (Type II) Transition metal ionic compounds: have ions with different charges E.g. Iron :Fe2+ and Fe3+ CHEM 100, FALL 2011, LA TECH 3-30 Charges on Some Common Monatomic Cations and Anions CHEM 100, FALL 2011, LA TECH 3-31 Polyatomic Ions more than one atom joined together have negative charge except for NH4+ and its relatives negative charges range from -1 to -4 Table in the Book CHEM 100, FALL 2011, LA TECH 3-32 Polyatomic Ions Ammonium perchlorate cyanide hydroxide nitrate sulfate carbonate phosphate CHEM 100, FALL 2011, LA TECH NH4+ ClO41CN1OH1NO31SO42CO32PO43- 3-33 Names of Ionic Compounds 1. Name the metal first. If the metal has more than one oxidation state, the oxidation state is specified by Roman numerals in parentheses. 2. Then name the non-metal, changing the ending of the non-metal to -ide. CHEM 100, FALL 2011, LA TECH 3-34 Metals with multiple charges Transition metals. Here it is easier to list the ones that to only have a single common oxidation state. All Group 3B - 3+ Ni, Zn, Cd - 2+ Ag - 1+ Lanthanides and actinides - 3+ (common) CHEM 100, FALL 2011, LA TECH 3-35 Ionic compounds Some simple ions Cations Anions Na Cl - + Mg O 2+ 2- Al N 3+ 3- Exchange charge as subscripts on the metal and nonmetal Formula for some ionic compounds NaCl MgCl2 Na2O MgO Na3N Mg3N2 CHEM 100, FALL 2011, LA TECH AlCl3 Al2O3 AlN Give the simple ratio 3-36 Nomenclature NaCl Fe2O3 NH4NO3 KClO4 CaCO3 NaOH AgNO3 Mg(C2H3O2)2 Co2(SO4)3 KI Mg3N2 CHEM 100, FALL 2011, LA TECH NaCl sodium chloride Fe2O3 iron(III) oxide NH4NO3 ammonium nitrate KClO4 potassium perchlorate CaCO3 calcium carbonate NaOH sodium hydroxide AgNO3 silver nitrate Mg(C2H3O2)2 magnesium acetate Co2(SO4)3 cobalt(III) sulfate KI potassium iodide Mg3N2 magnesium nitride 3-37 Ionic Crystal Lattice NaCl “table salt” CHEM 100, FALL 2011, LA TECH 3-38 Cleaving NaCl CHEM 100, FALL 2011, LA TECH 3-39 CHEM 100, FALL 2011, LA TECH 3-40 Electrical Conductivity of Ionic Solution Electrolytes Aqueous solutions conducts electricity strong-electrolytes weak-electrolytes Non-electrolytes Aqueous solutions do not conducts electricity CHEM 100, FALL 2011, LA TECH 3-41 CHEM 100, FALL 2011, LA TECH 3-42 Naming Acids formula starts with H Hydrochloric acid HCl Nitric acid HNO3 Sulfuric acid H2SO4 HClO3 Chloric acid H3BO3 Boric acid H3PO4 Phosphoric acid CHEM 100, FALL 2011, LA TECH 3-43 Names of acids and ions HClO hypochlorous HClO2 chlorous HClO3 chloric HClO4 perchloric ClO¯ ”hypochlorite ClO2¯ chlorite ClO3¯ chlorate ClO4¯ perchlorate HNO3 nitric HNO2 nitrous NO3 ¯ nitrate NO2 ¯ nitrite CHEM 100, FALL 2011, LA TECH 3-44 Naming bases formula ends with OH NaOH sodium hydroxide Ba(OH)2 barium hydroxide KOH potassium hydroxide NH4OH Ca (OH)2 CHEM 100, FALL 2011, LA TECH ammonium hydroxide calcium hydroxide 3-45 Percentage Composition description of a compound based on the percent relative amounts of each element in the compound CHEM 100, FALL 2011, LA TECH 3-46 % Element Composition in Compounds from Formula n x Gram Atomic weight % mass = --------------------------------------- x 100 formula weight (GMW, GFW) n = subscript of the element in the formula CHEM 100, FALL 2011, LA TECH 3-47 Example: What is the percent composition of carbon in chloroform, CHCl3, a substance once used as an anesthetic? MM = 1(gaw)C + 1(gaw)H + 3(gaw)Cl = (12.011 + 1.00797 + 3 35.453)amu = 119.377amu 1(12.011) %C = 100 = 10.061% C 119.377 1(1.00797) %H = 100 = 0.844359% H 119.377 3(35.453) %Cl = 100 = 89.095% Cl 119.377 CHEM 100, FALL 2011, LA TECH 3-48 Example: What is the percent composition of chloroform, CHCl3, a substance once used as an anesthetic? %C = 10.061% C %H = 0.844% H %Cl = 89.095% Cl 100.00 CHEM 100, FALL 2011, LA TECH 3-49 Mass percent of element in C6H12O6 Molar Mass = 180.16 g/mol %C = %H = %O = 6 x 12 --------- x 100 = 180.16 12 x 1.01 ------------- x 100 = 180.16 6 x 16.00 ------------ x 100 = 180.16 CHEM 100, FALL 2011, LA TECH 40.00% C 6.73% H 53.29% O ----------100.02% 3-50 What is Empirical Formula? Simple whole number ratio of each atom expressed in the subscript of the formula. Molecular Formula = C6H12O6 of glucose Empirical Formula = CH2O Empirical formula is calculated from % composition CHEM 100, FALL 2011, LA TECH 3-51 How do you get Empirical Formula from % composition and vice versa? CHEM 100, FALL 2011, LA TECH 3-52 Example: The burning of fossil fuels in air produces a brown-colored gas, a major air pollutant, that contains 2.34 g of N and 5.34 g of O. What is the empirical formula of the compound? %N = %O = 2.34 2.34 + 5.34 5.34 2.34 + 5.34 CHEM 100, FALL 2011, LA TECH 100 = 30.5% N 100 = 69.5% O 3-53 Empirical Formula from % composition %N = 30.5% N %O = 69.5% O Relative # Atoms Multiply by Integer % (%/gaw) Divide by Smaller N 30.5 30.5/14.0067 = 2.18 2.18/2.18 = 1.00 11.001 O 69.5 69.5/15.9994 = 4.34 4.34/2.18 = 1.99 11.992 Empirical Formula NO2 Empirical Formula Weight = 46.0 CHEM 100, FALL 2011, LA TECH 3-54 Molecular formula from Empirical formula Molecular Formula = n x empirical Formula Molecular weight 180 CHEM 100, FALL 2011, LA TECH 3-55 Molecular Formula from Empirical Empirical Formula Weight 30 Molecular Formula = (CH2O)n = (CH2O)6 Molecular Formula = C6H12O6 of glucose Molecular Formula Weight = 180 Molecular Formula Weight n = ---------------------- = Empirical Formula Weight CHEM 100, FALL 2011, LA TECH 180 ------ = 6 30 3-56 Example: A colorless liquid used in rocket engines, whose empirical formula is NO2, has a molar mass (MW) of 92.0. What is the molecular formula? FM = 1(gaw)N + 2(gaw)O = 46.0 MM 92.0 X= = =2 FM 46.0 thus MF = 2 EF N2O4 CHEM 100, FALL 2011, LA TECH 3-57 Combustion Analysis CHEM 100, FALL 2011, LA TECH 3-58 Example Benzoic acid is known to contain only C, H, and O. A 6.49-mg sample of benzoic acid was burned completely in a C-H analyzer. The increase in the mass of each absorption tube showed that 16.4-mg of CO2 and 2.85-mg of H2O formed. What is the empirical formula of benzoic acid? (16.4-mg of CO2 )(12.01-mg C) #mg C = = 4.48-mg C (44.01-mg CO2) %C = 4.48-mg C 100 = 68.9% C 6.49-mg sample CHEM 100, FALL 2011, LA TECH 3-59 Example Benzoic acid is known to contain only C, H, and O. A 6.49-mg sample of benzoic acid was burned completely in a C-H analyzer. The increase in the mass of each absorption tube showed that 16.4-mg of CO2 and 2.85-mg of H2O formed. What is the empirical formula of benzoic acid? (2.85-mg of H2O )(2.02-mg H) #mg H = = 0.319-mg H (18.02-mg H2O) %C = 0.319-mg H 100 = 4.92% H 6.49-mg sample CHEM 100, FALL 2011, LA TECH 3-60 Example Benzoic acid is known to contain only C, H, and O. A 6.49-mg sample of benzoic acid was burned completely in a C-H analyzer. The increase in the mass of each absorption tube showed that 16.4-mg of CO2 and 2.85-mg of H2O formed. What is the empirical formula of benzoic acid? 68.9% C 4.92% H % O = (100 - (68.9% C + 4.92% H) = 26.2% O CHEM 100, FALL 2011, LA TECH 3-61 Example Benzoic acid is known to contain only C, H, and O. A 6.49-mg sample of benzoic acid was burned completely in a C-H analyzer. The increase in the mass of each absorption tube showed that 16.4-mg of CO2 and 2.85-mg of H2O formed. What is the empirical formula of benzoic acid? Relative # Atoms % C 68.9 H 4.92 O 26.2 (%/gaw) 68.9/12.0 = 5.75 4.92/1.01 = 4.87 26.2/16.0 = 1.64 Divide by Smallest 5.75/1.64 = 3.51 4.87/1.64 = 2.97 1.64/1.64 = 1.00 Multiply by Integer 3.51 2 = 7 2.97 2 = 6 1.00 2 = 2 C7H6O2 CHEM 100, FALL 2011, LA TECH 3-62 Biological Periodic Table CHEM 100, FALL 2011, LA TECH 3-63 CHEM 100, FALL 2011, LA TECH 3-64 Important Functional Groups A functional group is a group of atoms consisting of O, H, C, N, P and S attached to a carbon skeleton of an alkane that affect its properties and reactivity. CHEM 100, FALL 2011, LA TECH 3-65 Classifying Organic Compounds Hydrocarbons C and H only Alcohols R-OH Acids R-COOH Amines R-NH2 Ketones R(C=O)R’ Aldehydes R-CHO CHEM 100, FALL 2011, LA TECH 3-66 Carbohydrates Carbohydrates are sugars and long polymers of sugars, such as starches and cellulose. Monosaccharides are single sugar units and are also called “simple sugars”. Disaccharides consist of two sugar units linked together. Polysaccharides are long polymers made of individual sugar units, usually of the monomer glucose. CHEM 100, FALL 2011, LA TECH 3-67 Glucose CHEM 100, FALL 2011, LA TECH 3-68 Sucrose CHEM 100, FALL 2011, LA TECH 3-69 Fats Fats are large molecules made from two types of building blocks, Glycerol (a polyalchohol) Fatty acids (long hydrocarbon chains of 16-18 C with a single carboxylic acid group at one end). Fats are not polymers. Structure of a fat, also known as a triacylglycerol CHEM 100, FALL 2011, LA TECH 3-70 Tristearin - Glycerol - Stearic Acid CHEM 100, FALL 2011, LA TECH 3-71 Saturated/Unsaturated fatty acids Unsaturated fatty acids contain C=C double bonds may take one or two forms at a double bond. In the cis form the chain bends at an angle of about 30 degree, producing a kink. CHEM 100, FALL 2011, LA TECH 3-72