Chemical Bonding: Basic Concepts Chapter 6 Why do atoms form bonds? To become more stable What is a bond? • A mutual electrical attraction between the nuclei and valence electrons of different atoms that binds the atoms together. Bonding Forces Electron – electron repulsive forces Proton – proton repulsive forces Electron – proton attractive forces Three types of bonds What type of bond will form? • Type of bond is dependent on differences in electronegativity Remember- Electronegativity is … A measure of the ability of an atom in a chemical compound to attract electrons Rule of thumb • Metal and non-metal usually form an ionic bond • Non-metal and non-metal from a covalent bond • Metals come together to form metallic bonds What type of bond? Elements Electronegativity difference Bond Type Morenegative atom Chlorine & Calcium 3.0 – 1.0 = 2.0 Ionic Chlorine Chlorine & Oxygen 3.5 – 3.0 = 0.5 Covalent Bromine & Chlorine 3.0 – 2.8 = 0.2 Covalent Oxygen Chlorine Pause for a Cause Create a “PFC” page in your notebook to use for this unit. PFC #1 Determine what type of bond is present in each of the following 1. Magnesium chloride 2. Water (H2O) 3. Chlorine gas (Cl2) 4. Tungsten shavings Check your answers: Properties of each type of bond Covalent Bond A chemical bond that results in the sharing of electrons between two atoms Characteristics of Covalent Bonds a) Usually occur between atoms of nonmetals b) Result in a particle called a molecule c) Have low melting points (therefore are not solids at room temperature) d) Do not usually conduct electricity. Ionic Bond • The chemical bond resulting from the electrostatic attraction between positive and negative ions. Electrons are transferred • Opposite charges attract (electrostatic force) Ionic substances have predictable characteristics. a) Have extremely high melting points b) Tend to be soluble in water. c) Usually form a crystalline lattice structure as a solid. d) Are good conductors of electricity in the molten state. Metallic Bonding Bonding that occurs between atoms of a metal due to delocalized electrons forming an electron sea Characteristics of Metallic Bonding •The highly mobile “sea of electrons” in metals account for its high conductivity. •Metals are better conductors of heat and electricity than ionic and molecular compounds. •Metals are also malleable, ductile and shiny. Pause for a Cause #2 Tell what kind of bonds I have… 1. Heat me up and I can conduct electricity. 2. My electrons flow like fish in the sea. 3. My bonding partner and I are very dull (not shiny). 4. Write your own riddle about one type of bond. Check your answers 1. Ionic 2. Metallic 3. Covalent 4. Let’s hear some of yours! How strong are bonds? Ionic (Lattice energy) Dependent on two factors Covalent (bond strength) Dependent on two factors 1. Charge 1. Bond type (single/double/triple) 2. Size 2. Size (Must remember your size trends) Shorter bonds are stronger Longer bonds are weaker Electrostatic (Lattice) Energy Lattice energy (E) is the energy required to completely separate one mole of a solid ionic compound into gaseous ions. cmpd lattice energy MgF2 2957 MgO 3938 LiF 1036 LiCl 853 Q= +2,-1 Q= +2,-2 r F < r Cl Shorter bonds are stronger bonds Lengths of Covalent Bonds Bond Type Bond Length (pm) C-C 154 CC 133 CC 120 C-N 143 CN 138 CN 116 Bond Lengths Triple bond < Double Bond < Single Bond 9.4 Pause for a Cause #3 Label each set as covelent or ionic and circle the substance with the greatest lattice or bond energy 1. MgCl2 or MgO 2. H2O or H2S (both have single bonds) 3. N2 (triple bond) or H2 (single bond) 4. NaCl or KCl Check your answers Polar covalent bond or polar bond is a covalent bond with greater electron density around one of the two atoms electron poor region H electron rich region F e- poor e- rich H F d+ d- 9.5 Chemical compounds tend to form so that each atom, by gaining, losing, or sharing electrons, has an octet of electrons in its highest occupied energy level. The Octet Rule The Ionic Bond Li + 1s22s1 Li+ F 1s22s22p5 - F Li+ + F - 22s22p6 [He] 1s21s[Ne] Li e + F Li+ + e F - Li+ - F - A covalent bond is a chemical bond in which two or more electrons are shared by two atoms. Why should two atoms share electrons? F + 7e- F F 7e- 8e- F 8e- Lewis structure of F2 single covalent bond lone pairs F F lone pairs F F single covalent bond lone pairs lone pairs Writing Lewis Structures 1. Draw skeletal structure of compound showing what atoms are bonded to each other. Put least electronegative element in the center. 2. Count total number of valence e-. Add 1 for each negative charge. Subtract 1 for each positive charge. 3. Complete octets for as many atoms as possible, starting with the outer atoms. 4. If all octets are not filled, create double or triple bonds within the structure (with C, S, P, O or N) 9.6 Write the Lewis structure of nitrogen trifluoride (NF3). F N F F 9.6 Write the Lewis structure of the carbonate ion (CO32-). 2 single bonds (2x2) = 4 1 double bond = 4 8 lone pairs (8x2) = 16 Total = 24 9.6 A resonance structure is one of two or more Lewis structures for a single molecule that cannot be represented accurately by only one Lewis structure. - + O O - O + O O O What are the resonance structures of the carbonate (CO32-) ion? - O C O O - O C O O - - - O C O O - 9.8 Pause for a Cause #5 Draw Lewis structures for the following molecules 1. HBr 2. CF4 3. NH2Cl 4. SiCl3Br 5. NH3 6. H2S Violations of the Octet Rule B and Sn tends to form bonds with 6 electrons. 3rd row and heavier elements CAN exceed the octet rule using empty valence d orbitals. Be tends to form bonds with 4 electrons. SF4 BF3 Two possible skeletal structures of formaldehyde (CH2O) H H C O H C O H An atom’s formal charge is the difference between the number of valence electrons in an isolated atom and the number of electrons assigned to that atom in a Lewis structure. formal charge on an atom in a Lewis structure = total number total number of valence of nonbonding electrons in electrons the free atom - 1 2 ( total number of bonding electrons ) The sum of the formal charges of the atoms in a molecule or ion must equal the charge on the molecule or ion. 9.7 H -1 +1 C O formal charge on an atom in a Lewis structure H = total number of bonding pairs + total number of nonbonding electrons formal charge = on C formal charge = on O 9.7 H 0 0 C O H formal charge on an atom in a Lewis structure = C – 4 eO – 6 e2H – 2x1 e12 etotal number of - 2 single bonds (2x2) = 4 1 double bond = 4 2 lone pairs (2x2) = 4 Total = 12 total number of nonbonding electrons - 1 2 ( total number of bonding electrons ) formal charge = 4 - 0 - ½ x 8 = 0 on C formal charge = 6 - 4 - ½ x 4 = 0 on O 9.7 Formal Charge and Lewis Structures 1. For neutral molecules, a Lewis structure in which there are no formal charges is preferable to one in which formal charges are present. 2. Lewis structures with large formal charges are less plausible than those with small formal charges. 3. Among Lewis structures having similar distributions of formal charges, the most plausible structure is the one in which negative formal charges are placed on the more electronegative atoms. Which is the most likely Lewis structure for CH2O? H -1 +1 C O H H 0 0 C O H 9.7 What shape do molecules have? Determined by Valence Shell Electron Pair Repulsion Theory VSEPR Theory- electrostatic repulsion between the valence-level pairs surrounding an atom causes these pairs to be oriented as far apart as possible. What does it mean? Valence shell electron pair repulsion (VSEPR) model: Predict the geometry of the molecule from the electrostatic repulsions between the electron (bonding and nonbonding) pairs. Class # of atoms bonded to central atom # lone pairs on central atom AB2 2 0 Arrangement of electron pairs Molecular Geometry linear linear B B 10.1 Cl Be Cl lone pairs on to central atom 20 atoms bonded central atom 10.1 VSEPR Class # of atoms bonded to central atom # lone pairs on central atom AB2 2 0 linear linear AB3 3 0 trigonal planar trigonal planar Arrangement of electron pairs Molecular Geometry 10.1 10.1 VSEPR Class # of atoms bonded to central atom # lone pairs on central atom AB2 2 0 linear linear AB3 3 0 trigonal planar trigonal planar AB4 4 0 Arrangement of electron pairs tetrahedral Molecular Geometry tetrahedral 10.1 10.1 VSEPR Class # of atoms bonded to central atom # lone pairs on central atom AB2 2 0 linear linear AB3 3 0 trigonal planar trigonal planar AB4 4 0 tetrahedral tetrahedral 0 trigonal bipyramidal trigonal bipyramidal AB5 5 Arrangement of electron pairs Molecular Geometry 10.1 10.1 VSEPR Class # of atoms bonded to central atom # lone pairs on central atom AB2 2 0 linear linear AB3 3 0 trigonal planar trigonal planar AB4 4 0 tetrahedral tetrahedral trigonal bipyramidal octahedral Arrangement of electron pairs AB5 5 0 trigonal bipyramidal AB6 6 0 octahedral 10.1 Molecular Geometry 10.1 10.1 lone-pair vs. lone pair > repulsion lone-pair vs. bonding > pair repulsion bonding-pair vs. bonding pair repulsion VSEPR Class # of atoms bonded to central atom # lone pairs on central atom Arrangement of electron pairs Molecular Geometry trigonal planar bent AB3 3 0 trigonal planar AB2E 2 1 trigonal planar 10.1 VSEPR Class AB4 AB3E # of atoms bonded to central atom # lone pairs on central atom 4 0 3 1 Arrangement of electron pairs Molecular Geometry tetrahedral tetrahedral tetrahedral trigonal pyramidal 10.1 VSEPR # of atoms bonded to central atom # lone pairs on central atom AB4 4 0 tetrahedral tetrahedral AB3E 3 1 tetrahedral trigonal pyramidal AB2E2 2 2 tetrahedral bent Class Arrangement of electron pairs Molecular Geometry O H H 10.1 VSEPR # of atoms bonded to central atom # lone pairs on central atom AB5 5 0 trigonal bipyramidal trigonal bipyramidal AB4E 4 1 trigonal bipyramidal distorted tetrahedron Class Arrangement of electron pairs Molecular Geometry 10.1 VSEPR # of atoms bonded to central atom # lone pairs on central atom AB5 5 0 trigonal bipyramidal trigonal bipyramidal AB4E 4 1 trigonal bipyramidal distorted tetrahedron AB3E2 3 2 trigonal bipyramidal T-shaped Class Arrangement of electron pairs Molecular Geometry F F Cl F 10.1 VSEPR # of atoms bonded to central atom # lone pairs on central atom AB5 5 0 trigonal bipyramidal trigonal bipyramidal AB4E 4 1 trigonal bipyramidal distorted tetrahedron AB3E2 3 2 trigonal bipyramidal T-shaped AB2E3 2 3 trigonal bipyramidal linear Class Arrangement of electron pairs Molecular Geometry I I I 10.1 VSEPR # of atoms bonded to central atom # lone pairs on central atom AB6 6 0 octahedral octahedral AB5E 5 1 octahedral square pyramidal Class Arrangement of electron pairs Molecular Geometry F F F Br F F 10.1 VSEPR # of atoms bonded to central atom # lone pairs on central atom AB6 6 0 octahedral octahedral AB5E 5 1 octahedral square pyramidal AB4E2 4 2 octahedral Class Arrangement of electron pairs Molecular Geometry square planar F F Xe F F 10.1 10.1 Predicting Molecular Geometry 1. Draw Lewis structure for molecule. 2. Count number of lone pairs on the central atom and number of atoms bonded to the central atom. 3. Use VSEPR to predict the geometry of the molecule. What are the molecular geometries of SO2 and SF4? O S AB2E F O F S AB4E F distorted tetrahedron bent F 10.1 Pause for a Cause Pg. 211 #48 48. Draw the Lewis Structure and predict the molecular geometry for each of the following: a. SCl2 b. PI3 c. Cl2O d. NH2Cl e. SiCl3Br f. ONCl Dipole Moments and Polar Molecules electron poor region electron rich region F H d+ d- 10.2 10.2 Which of the following molecules have a dipole moment? H2O, CO2, SO2, and CH4 O S dipole moment polar molecule dipole moment polar molecule H O C O no dipole moment nonpolar molecule H C H H no dipole moment nonpolar molecule 10.2 a. b. c. d. e. f. g. Polar or non-polar? Let’s draw the Lewis Structures HF And find out! H2O NH3 CO2 SO3 H2S CCl4 Valence Bond Theory and NH3 N – 1s22s22p3 3 H – 1s1 If the bonds form from overlap of 3 2p orbitals on nitrogen with the 1s orbital on each hydrogen atom, what would the molecular geometry of NH3 be? If use the 3 2p orbitals predict 900 Actual H-N-H bond angle is 107.30 10.4 Hybridization – mixing of two or more atomic orbitals to form a new set of hybrid orbitals. 1. Mix at least 2 nonequivalent atomic orbitals (e.g. s and p). Hybrid orbitals have very different shape from original atomic orbitals. 2. Number of hybrid orbitals is equal to number of pure atomic orbitals used in the hybridization process. 3. Covalent bonds are formed by: a. Overlap of hybrid orbitals with atomic orbitals b. Overlap of hybrid orbitals with other hybrid orbitals 10.4 10.4 10.4 Predict correct bond angle 10.4 Formation of sp Hybrid Orbitals 10.4 Formation of sp2 Hybrid Orbitals 10.4 How do I predict the hybridization of the central atom? Count the number of lone pairs AND the number of atoms bonded to the central atom # of Lone Pairs + # of Bonded Atoms Hybridization Examples 2 sp BeCl2 3 sp2 BF3 4 sp3 5 sp3d PCl5 6 sp3d2 SF6 CH4, NH3, H2O 10.4 10.4 10.5 10.5 10.5 10.5 10.5 Sigma (s) and Pi Bonds (p) 1 sigma bond Single bond Double bond 1 sigma bond and 1 pi bond Triple bond 1 sigma bond and 2 pi bonds How many s and p bonds are in the acetic acid (vinegar) molecule CH3COOH? O H s bonds = 6 H C C O H +1=7 p bonds = 1 H 10.5 Dipole Moments and Polar Molecules electron poor region electron rich region H F d+ d- m=Qxr Q is the charge r is the distance between charges 1 D = 3.36 x 10-30 C m 10.2 10.2 10.2 Which of the following molecules have a dipole moment? H2O, CO2, SO2, and CH4 O S dipole moment polar molecule dipole moment polar molecule H O C O no dipole moment nonpolar molecule H C H H no dipole moment nonpolar molecule 10.2 Molecular Forces • Intramolecular Forces – The forces of attraction between atoms in a molecule. – Covalent, Ionic, Metallic bonds • Intermolecular Forces – The forces of attraction between molecules. – Dipole-dipole, Hydrogen bonding, and London dispersion forces. Dipole-Dipole Forcesforce of attraction found when the positive end of one polar molecule is attracted to the negative end of another polar molecule. Dipole- equal but opposite charge separated by a short distance. Polarity is dependent upon differences in electronegativity and the symmetry of the molecule - NH3, HF, H2O, CH3Cl are all polar - CO2, CCl4 are nonpolar Hydrogen Bonding- a particularly strong dipoledipole attractive force formed when hydrogen bonds with a strongly electronegative nonmetal (F, O, or N) 1. Polar Bonds cause hydrogen to leave its electrons almost exposed. ie. water . A nonpolar molecule is transformed into a dipole due to a distortion of its’ electron cloud in response to an approaching dipole. -Negative end of the dipole molecule causes an imbalance of the electron cloud in the nonpolar molecule and therefore a bulging away. * ie. water solutions of iodine. Water is polar but iodine molecules are nonpolar London Dispersion Forces Intermolecular attractive force that exist from the creation of instananeous or temporary dipoles . Fritz London 1900-1954 -They are the only force of attraction between nonpolar molecules. - They increase in significance as molecularsize increases. London Forces in Hydrocarbons E X A P L E 1 E X 2 E X 3 Relative magnitudes of forces The types of bonding forces vary in their strength as measured by average bond energy. Strongest Ionic bonds Covalent bonds (400 kcal) Hydrogen bonding (12-16 kcal ) Dipole-dipole interactions (2-0.5 kcal) London forces (less than 1 kcal) Weakest