Chapter 8 – Covalent Bonding The unspoken hero: “Covalent Bond” Review of Chapter 7 • In Chapter 7, we learned about electrons being transferred (“given up” or “stolen away”) • This type of “tug of war” between a METAL and NONMETAL is called an IONIC BOND, which results in a SALT being formed Chapter 8.1 – Molecular Compounds • Covalent Bonds - atoms held together by SHARING electrons between NONMETALS Salt versus Molecules •Molecule - A group of atoms joined together by a covalent bond •Compound - a group of two or more elements bonded together (Ionic or Covalent). Monatomic vs. Diatomic Molecules • Most molecules can be monatomic or diatomic •Diatomic Molecule - molecule consisting of two atoms •There are 7 diatomic molecules (SUPER 7) – •H2, O2, N2, Cl2, Br2, I2, F2 Properties of Molecular Compounds • Liquids or gases at room temperature • Lower Melting Points than Ionic Compounds (means weaker bonds than ionic) Molecular Formulas • Molecular Formula – formula of a molecular compound • Shows how many atoms of each element a molecule contains •Example H2O contains 3 atoms (2 atoms of H, 1 atom of O) C2H6 contains 8 atoms (2 atoms of C, 6 atoms of H) Practice How many atoms total and of each do the following molecular compounds contain? 2 1. H2 2 2. CO 3 3. CO2 4 4. NH3 9 5. C2H6O Practice: True or False 1. All molecular compounds are composed of 2. 3. 4. 5. atoms of two or more elements. All compounds are molecules. Molecular compounds are composed of two or more nonmetals. Atoms in molecular compounds exchange Share electrons. Molecular compounds have higher melting and boiling points than ionic compounds. Lower Ionic versus Covalent IONIC COVALENT Bonded Name Salt Molecule Bonding Type Transfer e- Share e- Types of Elements Metal & Nonmetal Nonmetals Physical State Solid Solid, Liquid, or Gas Melting Point High (above 300ºC) Low (below 300 ºC) Solubility Dissolves in Water Varies Conductivity Good Poor Chapter 8.2 – Covalent Bonding • Remember that ionic compounds transfer electrons in order to attain a noble gas electron configuration • Covalent compounds form by sharing electrons to attain a noble gas electron configuration • Regardless of the type of bond, the Octet Rule still must be obeyed (8 valence electrons) •All elements need 8 except Hydrogen, which needs 2. Single Covalent Bond • A Single Covalent Bond consists of two atoms held together by sharing 1 pair of electrons (2 e-) Electron Dot Structure Shared versus Unshared Electrons • A Shared Pair is a pair of valence electrons that is shared between atoms • An Unshared Pair is a pair of valence electrons that is not shared between atoms Practice Lewis Dot Structures Chemical Formula F2 H2 O # of Valence Electrons 14 8 NH3 8 CH4 8 Single Line Bond Structure # of Remaining Electrons F-F 12 Lewis Dot Structure Octet Check All Atoms=8 Hydrogen=2 F, F = 8 4 O=8 H, H = 2 2 N=8 3H=2 H-O-H 0 C=8 4H=2 Double Covalent Bonds • Sometimes atoms need to share 2 or 3 pairs of electrons • Hydrogen will NEVER form double or triple bonds. • Double Bond - bond that involves 2 shared pairs of electrons (4 e-) Triple Covalent Bond • Triple Bond - bond that involves 3 shared pairs of electrons (6 e-) Covalent Bonds Practice Lewis Dot Structure Chemical Formula O2 CO2 N2 HCN # of Valence Electrons 12 16 10 10 Single Line Bond Structure # of Remaining Electrons Lewis Dot Structure Octet Check All Atoms=8 Hydrogen=2 O-O 10 2O=8 O-C-O 12 C=8 2O=8 N-N H-C-N 8 6 2N=8 C=8 N=8 H=2 Chapter 8: Basic Concepts of Chemical Bonding Drawing Lewis Structures of Molecules If the compound contains more than 2 atoms: • how are the atoms bonded and, • if there are nonbonding electron, where are they? Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding Molecules with a central atom : NH3, PCl3, CHCl3 Central atom is generally the first in the molecular formula and the most electronegative one. H H N H H Cl P Cl Cl Cl C Cl Cl Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding …unless the first element is Hydrogen : O H2O HCN H H C H N (same order as in formula) Chemical Bonding How to find the # of bonds in a lewis structure **Doesn’t work for molecule over an octet 1. Find the total # of valence electrons. 2. Use the formula to find the number of bonds. # of val e- needed (all have 8 or 2 e-) - # of val e- available = ____/2 to find the # of bonds (# val e- – # val e- available) 2 = # of bonds 1. Find the total # of valence electrons. 2. Use the formula to find the number of bonds. # of val e- needed (all have 8 or 2 e-) - # of val e- available = ____/2 to find the # of bonds Ex: Find the number of bonds for each molecule or compound and write the lewis dot structure # of Bonds LDS a.) CO b.) C2F4 c.) C2H6 3 6 7 **Doesn’t work for molecule over an octet Chapter 8: Basic Concepts of Chemical Bonding Rules for Drawing Lewis Structures (1) Sum valence electrons from all atoms: 8 these are the ones that need to be distributed NH3 H (2) Connect atoms by covalent bonds: count electrons left 2 (3) Complete "octets" of atoms around central atom n/a H H (4) Place any leftover electrons on the central atom. 2 leftovers Check that central atom has octet (5) If there are not enough electrons to give the central atom an octet, try multiple bonds N n/a H N H H Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding (1) Sum valence electrons from all atoms: these are the ones that need to be distributed (2) Connect atoms by covalent bonds: count electrons left (3) Complete "octets" of atoms around central atom (4) Place any leftover electrons on the central atom. 2 Check that central atom has octet CO 10 C-O 8 (treat C as central) left (5) If there are not enough electrons to give the central atom an octet, try multiple bonds C-O C-O Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding (1) Sum valence electrons from all atoms: these are the ones that need to be distributed (2) Connect atoms by covalent bonds: count electrons left SF2 20 F-S-F 16 (3) Complete "octets" of atoms around central atom (4) Place any leftover electrons on the central atom. 4 Check that central atom has octet left (5) If there are not enough electrons to give the central atom an octet, try multiple bonds Chemical Bonding Lewis Structure for Ions • If a molecule has a positive charge, subtract that many electrons from the total valence electrons available. • 𝑁𝐻4+ has 8 electrons available. • If a molecule has a negative charge, add that many electrons to the total valence electrons available. • 𝑁𝑂3− has 24 electrons available. • 𝑆𝑂4−2 has 32 electrons available. Chemical Bonding For ions, the charge is generally indicated by square brackets and the sign Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding Ions (1) Sum valence electrons from all atoms: these are the ones that need to be distributed (2) Connect atoms by covalent bonds: count electrons left (3) Complete "octets" of atoms around central atom (4) Place any leftover electrons on the central atom. Check that central atom has octet NH4+ 8 0 left n/a n/a (5) If there are not enough electrons to give the central atom an octet, try multiple bonds Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding Ions (1) Sum valence electrons from all atoms: these are the ones that need to be distributed (2) Connect atoms by covalent bonds: count electrons left ClO220 O-Cl-O 16 left (3) Complete "octets" of atoms around central atom (4) Place any leftover electrons on the central atom. Check that central atom has octet 4 left (5) If there are not enough electrons to give the central atom an octet, try multiple bonds Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding Exceptions to the Octet rule On occasion, an atom in a molecule does not have an octet of valence electrons: • If the molecule has an odd number of valence electrons • an atom may have less than an octet [mainly Be, B] • an atom may have more than an octet [periods 3-7] Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding Exceptions to the Octet rule: odd number of electrons (1) Sum valence electrons from all atoms: these are the ones that need to be distributed (2) Connect atoms by covalent bonds: count electrons left 17 O-N-O NO2 17 (3) Complete "octets" of atoms around central atom (4) Place any leftover electrons on the central atom. Check that central atom has octet 1 left (5) If there are not enough electrons to give the central atom an octet, try multiple bonds Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding Exceptions to the Octet rule: less than an octet (B or Be) (1) Sum valence electrons from all atoms: these are the ones that need to be distributed (2) Connect atoms by covalent bonds: count electrons left 24 BF3 18 left (3) Complete "octets" of atoms around central atom (4) Place any leftover electrons on the central atom. Check that central atom has octet (5) If there are not enough electrons to give the central atom an octet, try multiple bonds 0 left Chemical Bonding More Than Eight Electrons • The only way PCl5 can exist is if phosphorus has 10 electrons around it. • Periods 3-7 can expand its orbitals. Chemical Bonding More Than Eight Electrons Even though we can draw a Lewis structure for the phosphate ion that has only 8 electrons around the central phosphorus, the better structure puts a double bond between the phosphorus and one of the oxygens. Chemical Bonding More Than Eight Electrons • This eliminates the charge on the phosphorus and the charge on one of the oxygens. • The lesson is: When the central atom is on the 3rd row or below and expanding its octet eliminates some formal charges, do so. Chemical Bonding Chapter 8: Basic Concepts of Chemical Bonding Exceptions to the Octet rule: more than an octet (1) Sum valence electrons from all atoms: these are the ones that need to be distributed (2) Connect atoms by covalent bonds: count electrons left (3) Complete "octets" of atoms around central atom 42 BrF5 32 2 left (4) Place any leftover electrons on the central atom. Check that central atom has octet (5) If there are not enough electrons to give the central atom an octet, try multiple bonds Chemical Bonding Bond Dissociation Energy • Bond Dissociation Energy - energy required to break a bond between two atoms A large bond dissociation energy corresponds to a strong bond which makes it unreactive Carbon has strong bonds, which makes carbon compounds stable and unreactive Chemical Bonding Chapter 8.3 - Bonding Theories • Determining shape through bonds VSEPR Theory • VSEPR Theory predicts the 3D shape of molecules According to VSEPR, the shape of the molecule adjusts so that the electrons are far apart A Few VSEPR Shapes Nine possible molecular shapes VSEPR Theory Unshared pairs of electrons are important in predicting the shapes of molecules Each bond (single, double, or triple) and unshared pair is considered a steric number Use the steric number to predict the molecular geometry VSEPR can only be used with the central atom Molecule Lewis Dot Structure H 2O Steric # 4 Shape Bent CO2 2 XeF4 6 Linear Square Planar Hybrid Orbitals • VSEPR is good at describing the molecular shapes, but not the types of bonds formed • Orbital hybridization provides information about both molecular bonding and molecular shape In hybridization, several atomic orbitals mix to form hybrid orbitals Bond Hybridization • Hybridization Involving Single Bonds – sp3 orbital Ethane (C2H6) • Hybridization Involving Double Bonds – sp2 orbital Ethene (C2H4) • Hybridization Involving Triple Bonds – sp orbital Ethyne (C2H2) Gets another orbital added for each atom and lone pair around atom of interest. Start with sp… …then sp2… (what is the orbital hybridization of C?) …then sp3 Chapter 8.4 – Polar Bonds and Molecules • There are two types of covalent bonds Nonpolar Bonds (share equally) Polar Bonds (share unequally) Polar Covalent • Polar Bond - unequal sharing of electrons between two atoms (ex: HCl) • In a polar bond, one atom typically has a negative charge, and the other atom has a positive charge Nonpolar Covalent Bond • Nonpolar Bond - equal sharing of electrons between two atoms (Cl2, N2, O2) Classification of Bonds You can determine the type of bond between two atoms by calculating the difference in electronegativity values between the elements Type of Bond Nonpolar Covalent Electronegativity Difference 0 0.4 Polar Covalent 0.5 1.9 Ionic 2.0 4.0 Practice What type of bond is HCl? (H = 2.1, Cl = 3.1) Difference = 3.1 – 2.1 = 1.0 Therefore it is polar covalent bond. Your Turn To Practice N(3.0) and H(2.1) Mg(1.2) H(2.1) and H(2.1) Ca(1.0) and Cl(3.0) and O(3.5) H(2.1) and F(4.0) Polar molecules – • All molecules with lone pairs (unless it’s linear) • All molecules surrounded by different atoms. Nonpolar molecule – • Linear molecules with the same atoms • All molecules surrounded by the same atoms. Dipole When there is unequal sharing of electrons, a dipole exists Dipole - a molecule with two poles with opposite charges Represented by an arrow pointing towards the more negative end Practice Drawing Dipoles P- Br P = 2.1 Br = 2.8 P –Br + Practice H(2.1) – Cl(3.0) C(2.5) - F(4.0) H(2.1)– F(4.0) - Attractions Between Molecules • There are also attractions between molecules • Intermolecular attractions are weaker than ionic, covalent, and metallic bonds • There are 2 main types of attractions between molecules: Van der Waals and Hydrogen Van der Waals Forces • Van der Waals forces consists of the two weak attractions between molecules 1. dipole interactions – polar molecules attracted to one another 2. dispersion forces – caused by the motion of electrons (weakest of all forces) Hydrogen Bond Hydrogen Bonds - forces where a hydrogen atom is weakly attracted to an unshared electron pair of another atom Strongest of all intermolecular forces