Chapter 8 Covalent bonding 1 I. Octet Rule What is the Octet Rule? The octet rule states that atoms lose gain or share electrons in to acquire a full set of 8 valence electrons Create a drawing of Mg and Cl, Al and Cl 2 II. Covalent Bonds A Chemical Bond occurs when electron are shared. A molecules are formed from the overlap of orbitals and sharing of electrons Hydrogen and Hydrogen 3 Covalent bonds a. Nonmetals hold onto their valence electrons. b. They can’t give away electrons to bond. Still want noble gas configuration. c. Get it by sharing valence electrons with each other. d. By sharing both atoms get to count the electrons toward noble gas configuration. 4 Its all in the distance a. Too far no bond b. Too close electrons repel c. Just right and a molecule is born A molecules are formed from the overlap of orbitals and sharing of electrons 5 Covalent clip Covalent_Bonds.asf 6 III. Molecule A. a covalently bonded compound. – 1. Tend to occur between non metals that are close together on the periodic table. – a. diatomic molecules – occur naturally in nature a. this is a more stable arrangement. H H F F Br Br Cl Cl 7 N N 8 I. Single Covalent Bond A. A sharing of two valence electrons. 1.Only nonmetals and Hydrogen. 2.Different from an ionic bond because they actually form molecules. 3. Two specific atoms are joined. 9 How does H2 form? The nuclei repel + 10 + When Atoms Combine to make Molecules Fig 8-1 11 Atoms contain both positive and negative charges. When they come Together they arrange themselves so that the attractive forges of opposite Charges is greater than the repulsive forces of like charges How does H2 form? The nuclei repel But they are attracted to electrons They share the electrons + 12 + How to show how they formed It’s like a jigsaw puzzle. I have to tell you what the final formula is. You put the pieces together to end up with the right formula. For example- show how water is formed with covalent bonds. 13 Water H O 14 Each hydrogen has 1 valence electron Each hydrogen wants 1 more The oxygen has 6 valence electrons The oxygen wants 2 more They share to make each other happy Water Put the pieces together The first hydrogen is happy The oxygen still wants one more HO 15 Water The second hydrogen attaches Every atom has full energy levels HO H 16 use acetate sheets to work on page 244 1-5 to create lewis structures Use a square of acetate to show each atom (use vis a vis pens only) Show the overlap of orbitals Draw the outcome in your notebook-use structural formula (line to represent pair) Circle the shared pairs 17 Lewis structure 18 1. PH3 2. H2S 3. HCl 4. CCl4 5. SiH4 Lewis structure Use molecular model kit to build 1. PH3 19 2. H2S 3. HCl 4. CCl4 Covalent Bond Formation Covalent bond forms by overlap of orbitals. Two types of bonds Sigma bond: all single bonds are sigma bonds Pi bond: in multiple bonds: the first one is sigma, all other bonds are pi. There are 20 Single bonds Multiple bonds (double and triple only) Two types of Bonds 21 Sigma bonds from overlap of orbitals along the axis connecting the nuclei between the atoms Pi bond (p bond): perpendicular overlap of p-orbitals above and below the axis connecting the atoms Sigma bond: s-s Orbital Overlap 22 23 Pg 247- # 12 a-e III. Multiple Bonds A. Sometimes atoms share more than one pair of valence electrons. B. A double bond is when atoms share two pair (4) of electrons. C. A triple bond is when atoms share three pair (6) of electrons. 24 Carbon dioxide CO2 - Carbon is central atom ( I have to tell you) Carbon has 4 valence electrons Wants 4 more Oxygen has 6 valence electrons Wants 2 more C O 25 Carbon dioxide Attaching 1 oxygen leaves the oxygen 1 short and the carbon 3 short CO 26 Carbon dioxide Attaching the second oxygen leaves both oxygen 1 short and the carbon 2 short OC O 27 Carbon dioxide The only solution is to share more O CO 28 Carbon dioxide The only solution is to share more O CO 29 Carbon dioxide The only solution is to share more O CO 30 Carbon dioxide The only solution is to share more O C O 31 Carbon dioxide The only solution is to share more O C O 32 Carbon dioxide The only solution is to share more O C O 33 Carbon dioxide The only solution is to share more Requires two double bonds Each atom gets to count all the atoms in the bond O C O 34 Carbon dioxide The only solution is to share more Requires two double bonds Each atom gets to count all the atoms in the bond 8 valence electrons O C O 35 Carbon dioxide The only solution is to share more Requires two double bonds Each atom gets to count all the atoms in the bond 8 valence electrons O C O 36 Carbon dioxide The only solution is to share more Requires two double bonds Each atom gets to count all the atoms in the bond 8 valence electrons O C O 37 How to draw them Add up all the valence electrons. Count up the total number of electrons to make all atoms complete octet rule. Subtract. Divide by 2 Tells you how many bonds - draw them. Fill in the rest of the valence electrons to fill atoms up. 38 Examples NH3 N - has 5 valence electrons wants 8 H - has 1 valence electrons wants 2 NH3 has 5+3(1) = 8 NH3 wants 8+3(2) = 14 (14-8)/2= 3 bonds 4 atoms with 3 bonds N H 39 Examples Draw in the bonds All 8 electrons are accounted for Everything is full H H NH 40 Examples HCN C is central atom N - has 5 valence electrons wants 8 C - has 4 valence electrons wants 8 H - has 1 valence electrons wants 2 HCN has 5+4+1 = 10 HCN wants 8+8+2 = 18 (18-10)/2= 4 bonds 3 atoms with 4 bonds -will require multiple bonds - not to H 41 HCN Put in single bonds Need 2 more bonds Must go between C and N HC N 42 HCN Put in single bonds Need 2 more bonds Must go between C and N Uses 8 electrons - 2 more to add HC N 43 HCN Put in single bonds Need 2 more bonds Must go between C and N Uses 8 electrons - 2 more to add Must go on N to fill octet HC N 44 Another way of indicating bonds Often use a line to indicate a bond Called a structural formula Each line is 2 valence electrons H O H =H O H 45 Structural Examples C has 8 electrons because each line is 2 electrons Ditto for N H C N H C O H 46 Ditto for C here Ditto for O Build the molecules using the molecular model kit. HCN H 2O NH3 CH4 C 2H 2 PH3 H 2S http://www.youtube.com/watch?v=NYFE 5uslaNo 47 48 http://www.youtube.com/watch?v=NYFE 5uslaNo IV. Bond strength A. bond strength is the energy needed to break a covalent bond 1. Bond length and atom size help determine bond strength a. The shorter the bond length The greater the bond strength i. single bond – longest length ii. Double bond – medium length iii triple bond – shortest length WHICH HAS THE GREATEST BOND STRENGTH? 49 B. Energy is needed to create and break a covalent bond. 1.Energy is released when a covalent bond forms 2. Bond dissociation energy- is needed to break a bond a. always a positive number i. It takes 159KJ/mol to break F2 Would it take more or less to break N2 - why? 50 V. Chemical reaction energy A. Endothermic reaction – energy is needed 1. More energy is needed to break the bond than is needed to create new bond. AB + energy A + B NH4SCN + Ba(OH) + energy ( freezes to wood because heat is pulled from the reaction 51 B. Exothermic reaction – energy is released 1. more energy is released when bonds form than is needed to break bonds A + B AB + energy CaCl + baking soda and water energy is released as heat Hw: pg 247 1-12 52 53 I. Naming compounds A. Two types 1. Ionic - metal and non metal or polyatomics. 2. Covalent- we will just learn the rules for 2 non-metals. 54 Covalent compounds Two words, with prefixes. Prefixes tell you how many. mono, di, tri, tetra, penta, hexa, Hepta, octa, nona, deca First element whole name with the appropriate prefix, except mono. Second element, -ide ending with appropriate prefix. Practice 55 Writing Formulas Two sets of rules, ionic and covalent To decide which to use, decide what the first word is. If is a metal or polyatomic use ionic. If it is a non-metal use covalent. 56 PREFIXES Mono - one di - two Tri- three Tetra- four penta- five hexa- six Hepta- seven Octa - eight nona - nine deca - ten 57 Naming Covalent Compounds CO2 CO CCl4 N2O4 XeF6 N4O4 P2O10 58 Covalent compounds The name tells you how to write the formula Sulfur dioxide diflourine monoxide nitrogen trichloride diphosphorus pentoxide 59 Work on naming ditto 60 I. Acids Substances that produce H+ ions when dissolved in water. All acids begin with H. Two types of acids: Oxyacids Non Oxyacids- Binary Acids 61 A. Binary Acids 62 1. Binary Acids( Hydrogen and one other element – A. hydro + element name + IC + acid – Examples – 1. HCl– 2. HF3. HBr- B. Oxyacids 1. oxyacids- (hydrogen + oxyanions) – a. name anion + (ic or ous) + acid • i. use of ic or ous depends on the number of oxygen atoms in the oxyanion Examples: HNO3- nitric acid HNO2 –Nitrous acid H3 PO4-phosphoric acid H2PO3 phosphorous acid HC2H3O2 –acetic acid 63 H2SO4 sulfuric acid H2SO3 sulfurous acid 64 Formulas for acids 65 hydrofluoric acid- HF carbonic acid- H2CO3 hydrosulfuric acid phosphorous acid Hydrates Some salts trap water crystals when they form crystals. These are hydrates. Both the name and the formula needs to indicate how many water molecules are trapped. In the name we add the word hydrate with a prefix that tells us how many water molecules. 66 Hydrates In the formula you put a dot and then write the number of molecules. Calcium chloride dihydrate = CaCl22O Chromium (III) nitrate hexahydrate = Cr(NO3)3 6H2O 67 68 I. Resonance A. When more than one dot diagram with the same connections are possible. 1. SO2 Which one is it? Does it go back and forth. It is a mixture of both, 69 Sulfur Dioxide, SO2 Rules 1-3 O—S —O OR bring in right pair bring in left pair • • •• •• •• O S O •• •• • • O •• •• •• • • O S + — •• • • •• • • •• •• O— +S • • O These equivalent structure are called: •• RESONANCE The proper Lewis structure STRUCTURES. is a HYBRID of the two. Each atom has OCTET . . . . . BUT there is a +1 and -1 formal charge 70 20 Oct 97 Bonding and structure (2) 70 Draw the resonance structure O3 SO3 SO2 71 72 Coordinate Covalent Bond When one atom donates both electrons in a covalent bond. Carbon monoxide CO CO 73 Coordinate Covalent Bond When one atom donates both electrons in a covalent bond. Carbon monoxide CO C O 74 Coordinate Covalent Bond When one atom donates both electrons in a covalent bond. Carbon monoxide CO C O 75 How do we know Have to draw the diagram and see what happens. Often happens with polyatomic ions and acids. 76 Work on drawing lewis structures from packet BALLOON ACTIVITY SHOW -LINEAR –TRIGONAL LANAR AND TETRAHEDRAL – BALLOONS DRAW LEWIS DOT AND DEFINE LONE AND BONDED PAIRS –SHOW BALLOONS HCL H2O NH4 CH4 77 VSEPR Valence Shell Electron Pair Repulsion. Predicts three dimensional geometry of molecules. Name tells you the theory. Valence shell - outside electrons. Electron Pair repulsion - electron pairs try to get as far away as possible. Can determine the angles of bonds. 78 VSEPR Based on the number of pairs of valence electrons both bonded and unbonded. Unbonded pair are called lone pair. CH4 - draw the structural formula Has 4 (C)+ 4(1) (H)= 8 wants 8 (c)+ 4(2) (H) = 16 (16-8)/2 = 4 bonds Wants-has /2 = how bonds form 79 VSEPR Single bonds fill all atoms. There are 4 pairs of electrons pushing away. The furthest they can get away is 109.5º. H H C H H 80 4 atoms bonded Basic shape is tetrahedral. A pyramid with a triangular base. Same shape for everything with 4 pairs. H H 109.5º C H 81 H 3 bonded - 1 lone pair Still basic tetrahedral but you can’t see the electron pair. Shape is called trigonal pyramidal. H N H H H 82 N H H <109.5º 2 bonded - 2 lone pair Still basic tetrahedral but you can’t see the 2 lone pair. Shape is called bent. H O H 83 O H H <109.5º 3 atoms no lone pair The farthest you can the electron pair apart is 120º H H 84 C O 3 atoms no lone pair The farthest you can have the electron pair apart is 120º. Shape is flat and called trigonal planar. H H H 85 C O H C 120º O 2 atoms no lone pair With three atoms the farthest they can get apart is 180º. Shape called linear. 180º O C O 86 87 http://connected.mcgrawhill.com/media/repository/protected_con tent/COMPOUND/50000118/10/23/mole cular_structure/sco/main.html?stateCod e=NJ PAGE 262- ONLINE TEXT ACTIVITY 88 ABxEy Notation How can geometric structure in 3d be predicted given the numbers of valence electrons? 89 A represents central atom B represents surrounding atoms E represents unshared pairs of valence electrons on Central Atom x and y - subscripts that represent number of surrounding atoms (B) and number of unshared pairs of valence electrons (E)on Central Atom 90 ABxEy notation • a good way to distinguish between electron pair and molecular geometries is the ABxEy notation where: A - atom whose local geometry is of interest (typically the CENTRAL ATOM) Bx - x atoms bonded to A Ey - y lone pair electrons at A NH3 is AB3E system pyramidal 91 20 Oct 97 Bonding and structure (2) 91 Example: Water H2O Oxygen Central Atom Hydrogen surrounding atoms 2 surrounding atoms 2 pairs of unshared valence electrons Notation for ABxEy would be: 92 Answer: AB2 E2 YOUR TURN… 93 CO2 CH4 NH3 PCl5 SF6 BF3 BrF5 IF4 94 VSEPR Bond Underlying Electron pairs Angles 2 180° 95 Shape Linear 3 120° 4 109.5° Tetrahedral 5 90° & 120° 6 90° Trigonal Bipyramidal Octagonal Trigonal Planar Actual shape NonElectron Bonding Bonding Pairs Pairs Pairs Shape 2 3 3 4 4 4 96 2 3 2 4 3 2 0 0 1 0 1 2 linear trigonal planar bent tetrahedral trigonal pyramidal bent Actual Shape NonElectron Bonding Bonding Pairs Pairs Pairs Shape 5 5 5 5 97 5 4 3 2 0 1 2 3 trigonal bipyrimidal See-saw T-shaped linear Actual Shape NonElectron Bonding Bonding Pairs Pairs Pairs Shape 6 6 6 6 6 98 6 5 4 3 2 0 1 2 3 1 Octahedral Square Pyramidal Square Planar T-shaped linear Hybridization: The concept of orbital mixing The simplest compound formed between carbon and hydrogen is methane, CH . Therefore, it is proposed that in CH and other carbon compounds, where the carbon is singly bonded to four other atoms, covalent bonding involves the hybridization of 2s and 2p orbitals of the carbon atom. 4 4 Hybridization of CH4 _ 99 sp3 HYBRIDIZATION process in which the valence electrons of an atom are rearranged to form four new Identical hybrid orbitals C2H2 100 sp2 sp2 sp3d sp3d sp3d sp3d sp3d sp3d2 sp3d2 sp3d2 sp3d2 sp3d2 sp3d2 101 LESSON 11 Types of Covalent Bonding Types Nonpolar Polar 102 Non polar and Polar Bonds When the atoms in a bond are the same, the electrons are shared equally. This is a nonpolar covalent bond. When two different atoms are connected, the electrons may not be shared equally. This is a polar covalent bond. How do we measure how strong the atoms pull on electrons? 103 Electronegativity A measure of how strongly the atoms attract electrons in a bond. The bigger the electronegativity difference the more polar the bond. 0.0 - 0.3 Covalent nonpolar 0.3 - 1.7 Covalent polar 1.7> Ionic 104 Covalent: Non-polar 0>0.3 Table 8-1 Representative Electronegativity Differences Polar: 0.3 < 1.7 Ionic > 1.7 Pg 335 105 106 Electronegativity A. Nonpolar Covalent Bonds 1. equal sharing of electrons 2. difference in electronegativity is (0 - .3 ) 3. examples ( H2 O2 N2 Cl2) 107 B. Polar Covalent Bonds 1. unequal sharing of electrons a. electrons spend more time by one of the atoms b. atoms take on a charge (+dipole or - dipole) c. difference in electronegativity is (.3 - 1.7 ) 2. examples (HBr H2S CBr4 ) 108 C. Ionic Nature of Covalent Bonds 1. polar covalent bonds have an ionic nature a. when ionic nature is greater than 50% the bond is considered ionic 1) electronegativity difference is greater than 1.7 109 Work on polar/nonpolar ditto Use electronegativity period table 110 Polar Molecules Molecules with ends 111 Polar Molecules Molecules with a positive and a negative end Requires two things to be true The molecule must contain polar bonds This can be determined from differences in electronegativity. Symmetry can cancel out the effects of the polar bonds. Must determine geometry first. 112 How to show a bond is polar Isn’t a whole charge just a partial charge d+ means a partially positive d- means a partially negative d+ H d- Cl The Cl pulls harder on the electrons The electrons spend more time near the Cl 113 Covalent: Non-polar 0>0.3 Table 8-1 Representative Electronegativity Differences Polar: 0.3 < 1.7 Ionic > 1.7 114 Pg 335 Bond polarity concept map Bond Covalent 115 Ionic Molecular bonds concept map Create a molecular bond concept map Molecular Polarity 116 Non- polar molecules polar-molecules Types of polarity molecules 117 1. Non polar molecules – Linear- a—a – Trigonal planar – Tetrahedral – Linear a—b—a 2. Polar molecule Triangular pyramidal Bent Linear- a--b 118 D. Polar and Nonpolar Molecules 1. polar molecules a. asymmetrical molecules with polar bonds b. examples (HCl NH3 H2S) 2. nonpolar molecules a. molecules with nonpolar bonds 1) examples (H2 Cl2 N 2) b. symmetrical molecules with polar bonds 119 E. Properties of Covalent Compounds 1. low b.p. and m.p. compared to ionic compounds 2. solid (often soft), liquid or gas at room temperature 3. may form crystalline solids a. Examples 1) solid CO2 (dry ice) 2) sucrose C12H22O11 (table sugar) 120 How to show a bond is polar Isn’t a whole charge just a partial charge d+ means a partially positive d- means a partially negative d+ H d- Cl The Cl pulls harder on the electrons The electrons spend more time near the Cl 121 Is it polar? HF H2O NH3 CCl4 CO2 122