Chapter 6: Chemical Bonds Section 2: Covalent Bonding and Molecular Compounds

Section 2: Covalent Bonding & Molecular Compounds Objectives: Define molecule and molecular formula. Explain the relationships among potential energy, distance between approaching atoms, bond length, and bond energy. State the octet rule. List the six basic steps used in writing Lewis structures.

Section 2: Covalent Bonding & Molecular Compounds Objectives Continued: Explain how to determine Lewis structures for molecules containing single bonds, multiple bonds, or both. Explain why scientists use resonance structures to represent some molecules.

Section 2: Covalent Bonding & Molecular Compounds A molecule is a neutral group of atoms that are held together by covalent bonds.

Section 2: Covalent Bonding & Molecular Compounds A chemical compound whose simplest units are molecules is called a molecular compound. The composition of a compound is given by its chemical formula. A chemical formula indicates the relative numbers of atoms of each kind in a chemical compound by using atomic symbols and numerical subscripts. A molecular formula shows the types and numbers of atoms combined in a single molecule of a molecular compound. (example: H2O)

Chemical Formula Section 2: Covalent Bonding & Molecular Compounds Click below to watch the Visual Concept. Visual Concept

Structure of a Water Molecule Section 2: Covalent Bonding & Molecular Compounds Structure of a Water Molecule Click below to watch the Visual Concept. Visual Concept

Comparing Monatomic, Diatomic, and Polyatomic Molecules Section 2: Covalent Bonding & Molecular Compounds Comparing Monatomic, Diatomic, and Polyatomic Molecules Monatomic – made of only one atom Diatomic molecules – a molecule containing only two atoms Polyatomic Molecules – a molecule containing more than two atoms

Comparing Monatomic, Diatomic, and Polyatomic Molecules Section 2: Covalent Bonding & Molecular Compounds Comparing Monatomic, Diatomic, and Polyatomic Molecules

Formation of a Covalent Bond Section 2: Covalent Bonding & Molecular Compounds Formation of a Covalent Bond Most atoms have lower potential energy when they are bonded to other atoms than they have as they are independent particles. The figure below shows potential energy changes during the formation of a hydrogen-hydrogen bond.

Formation of a Covalent Bond Section 2: Covalent Bonding & Molecular Compounds Formation of a Covalent Bond (a) – H atoms do NOT affect each other, (b) – potential energy decreases as atoms are drawn together, (c) – potential energy is at a minimum when attractive forces are balanced by repulsive forces, (d) – potential energy increases when repulsion outweighs the attraction

Formation of a Covalent Bond Section 2: Covalent Bonding & Molecular Compounds Formation of a Covalent Bond The electron of one atom and proton of the other atom attract one another. The two nuclei and two electrons repel each other. These two forces cancel out to form a covalent bond at a length where the potential energy is at a minimum.

Formation of a Covalent Bond Section 2: Covalent Bonding & Molecular Compounds Formation of a Covalent Bond Arrows = attractive and repulsive forces between electrons and nuclei of the two atom Attraction = PE decrease & Repulsion = PE increase

Characteristics of the Covalent Bond Section 2: Covalent Bonding & Molecular Compounds Characteristics of the Covalent Bond The distance between two bonded atoms at their minimum potential energy (the average distance between two bonded atoms) is the bond length. In forming a covalent bond, the hydrogen atoms release energy. The same amount of energy must be added to separate the bonded atoms Bond energy is the energy required to break a chemical bond and form neutral isolated atoms.

Bond Length Section 2: Covalent Bonding & Molecular Compounds Click below to watch the Visual Concept. Visual Concept

Bond Energy Section 2: Covalent Bonding & Molecular Compounds Click below to watch the Visual Concept. Visual Concept

Bond Length and Stability Section 2: Covalent Bonding & Molecular Compounds Bond Length and Stability

Bond Energies and Bond Lengths for Single Bonds Section 2: Covalent Bonding & Molecular Compounds Bond Energies and Bond Lengths for Single Bonds

Characteristics of the Covalent Bond Section 2: Covalent Bonding & Molecular Compounds Characteristics of the Covalent Bond When two atoms form a covalent bond, their shared electrons form overlapping orbitals. This achieves a noble-gas configuration. The bonding of two hydrogen atoms allows each atom to have the stable electron configuration of helium, 1s2.

Section 2: Covalent Bonding & Molecular Compounds Lewis Structures The Lewis structures and the structural formulas for many molecules can be drawn if one knows the composition of the molecule and which atoms are bonded to each other. A single covalent bond, or single bond, is a covalent bond in which one pair of electrons is shared between two atoms.

Multiple Covalent Bonds Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds A double covalent bond, or simply a double bond, is a covalent bond in which two pairs of electrons are shared between two atoms. Double bonds are often found in molecules containing carbon, nitrogen, and oxygen. A double bond is shown either by two side-by-side pairs of dots or by two parallel dashes

Multiple Covalent Bonds Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds A triple covalent bond, or simply a triple bond, is a covalent bond in which three pairs of electrons are shared between two atoms. Example:

Comparing Single, Double, and Triple Bonds Section 2: Covalent Bonding & Molecular Compounds Comparing Single, Double, and Triple Bonds Click below to watch the Visual Concept. Visual Concept

Multiple Covalent Bonds Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds Double and triple bonds are referred to as multiple bonds, or multiple covalent bonds. In general, double bonds have greater bond energies and are shorter than single bonds. Triple bonds are even stronger and shorter than double bonds. When writing Lewis structures for molecules that contain carbon, nitrogen, or oxygen, remember that multiple bonds between pairs of these atoms are possible.

Multiple Covalent Bonds, continued Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds, continued Sample Problem D Draw the Lewis structure for methanal, CH2O, which is also known as formaldehyde.

Multiple Covalent Bonds, continued Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds, continued Sample Problem D Solution 1. Determine the number of atoms of each element present in the molecule. - The formula shows one carbon atom, two hydrogen atoms, and one oxygen atom. 2. Write the electron-dot notation for each type of atom. - Carbon is from Group 14 and has four valence electrons. - Oxygen, which is in Group 16, has six valence electrons. - Hydrogen has only one valence electron.

Multiple Covalent Bonds, continued Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds, continued Sample Problem D Solution 3. Determine the total number of valence electrons available in the atoms to be combined. C 1 × 4e– = 4e– O 1 × 6e– 6e– 2H 2 × 1e– 2e– 12e–

Multiple Covalent Bonds, continued Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds, continued Sample Problem D Solution Arrange the atoms to form a skeleton structure for the molecule. Connect the atoms by electron-pair bonds. Add unshared pairs of electrons to each nonmetal atom (except hydrogen) such that each is surrounded by eight electrons. C

Multiple Covalent Bonds, continued Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds, continued Sample Problem D Solution 6a. Count the electrons in the Lewis structure to be sure that the number of valence electrons used equals the number available. The structure has 14 electrons. The structure has two valence electrons too many. 6b. Subtract one or more lone pairs until the total number of valence electrons is correct. Move one or more lone electron pairs to existing bonds until the outer shells of all atoms are completely filled.

Multiple Covalent Bonds, continued Section 2: Covalent Bonding & Molecular Compounds Multiple Covalent Bonds, continued Sample Problem D Solution Subtract the lone pair of electrons from the carbon atom. Move one lone pair of electrons from the oxygen to the bond between carbon and oxygen to form a double bond. or

Section 2: Covalent Bonding & Molecular Compounds Resonance Structures Some molecules and ions cannot be represented by a single Lewis structure. Chemists speculate that structures with resonance will split their time existing as one of these structures, constantly alternating (“resonating”) from one to the other. Resonance refers to bonding in molecules or ions that cannot be correctly represented by a single Lewis structure. A double headed arrow ( ) is placed between a molecule’s resonance structures Example: Ozone (O3)

Atomic Resonance Section 2: Covalent Bonding & Molecular Compounds Click below to watch the Visual Concept. Visual Concept

Section 2: Covalent Bonding & Molecular Compounds The Octet Rule Noble gas atoms are unreactive because their electron configurations are especially stable. This stability results from the fact that the noble-gas atoms’ outer s and p orbitals are completely filled by a total of eight electrons. Other atoms can fill their outermost s and p orbitals by sharing electrons through covalent bonding. Such bond formation follows the octet rule: Chemical compounds tend to form so that each atom, by gaining, losing, or sharing electrons, has an octet of electrons in its highest energy level.

Exceptions to the Octet Rule: Section 2: Covalent Bonding & Molecular Compounds Exceptions to the Octet Rule: Exceptions to the octet rule include those for atoms that cannot fit eight electrons, and for those that can fit more than eight electrons, into their outermost orbital. Hydrogen forms bonds in which it is surrounded by only two electrons. Boron has just three valence electrons, so it tends to form bonds in which it is surrounded by six electrons. Main-group elements in Periods 3 and up can form bonds with expanded valence, involving more than eight electrons.

The Octet Rule Section 2: Covalent Bonding & Molecular Compounds Visual Concept

Electron-Dot Notation Section 2: Covalent Bonding & Molecular Compounds Electron-Dot Notation To keep track of valence electrons, it is helpful to use electron-dot notation. Electron-dot notation is an electron-configuration notation in which only the valence electrons of an atom of a particular element are shown, indicated by dots placed around the element’s symbol. The inner-shell electrons are not shown.

Electron-Dot Notation Section 2: Covalent Bonding & Molecular Compounds Electron-Dot Notation Click below to watch the Visual Concept. Visual Concept

Section 2: Covalent Bonding & Molecular Compounds Lewis Structures Electron-dot notation can also be used to represent molecules. The pair of dots between the two symbols represents the shared electron pair of the hydrogen-hydrogen covalent bond. For a molecule of fluorine, F2, the electron-dot notations of two fluorine atoms are combined

Section 2: Covalent Bonding & Molecular Compounds Lewis Structures The pair of dots between the two symbols represents the shared pair of a covalent bond. In addition, each fluorine atom is surrounded by three pairs of electrons that are not shared in bonds. An unshared pair, also called a lone pair, is a pair of electrons that is not involved in bonding and that belongs exclusively to one atom.

Lewis Structures Section 2: Covalent Bonding & Molecular Compounds Click below to watch the Visual Concept. Visual Concept

Section 2: Covalent Bonding & Molecular Compounds Lone Pair of Electrons Click below to watch the Visual Concept. Visual Concept

Section 2: Covalent Bonding & Molecular Compounds Lewis Structures The pair of dots representing a shared pair of electrons in a covalent bond is often replaced by a long dash. Example: A structural formula indicates the kind, number, and arrangement, and bonds but not the unshared pairs of the atoms in a molecule. F- F H-Cl

Structural Formula Section 2: Covalent Bonding & Molecular Compounds Click below to watch the Visual Concept. Visual Concept

Section 2: Covalent Bonding & Molecular Compounds Lewis Structures Sample Problem C Draw the Lewis structure of iodomethane, CH3I.

Section 2: Covalent Bonding & Molecular Compounds Lewis Structures Sample Problem C Solution Determine the type and number of atoms in the molecule. The formula shows one carbon atom, one iodine atom, and three hydrogen atoms. Write the electron-dot notation for each type of atom in the molecule. Carbon is from Group 14 and has four valence electrons. Iodine is from Group 17 and has seven valence electrons. Hydrogen has one valence electron.

Section 2: Covalent Bonding & Molecular Compounds Lewis Structures Sample Problem C Solution, continued 3. Determine the total number of valence electrons available in the atoms to be combined. C 1 × 4e– = 4e– I 1 × 7e– 7e– 3H 3 × 1e– 3e– 14e–

C Section 2: Covalent Bonding & Molecular Compounds Lewis Structures Sample Problem C Solution, continued 4. If carbon is present, it is the central atom. Otherwise, the least- electronegative atom is central. Hydrogen, is never central. C 5. Add unshared pairs of electrons to each nonmetal atom (except hydrogen) such that each is surrounded by eight electrons.

Drawing Lewis Structures with Many Atoms Section 2: Covalent Bonding & Molecular Compounds Drawing Lewis Structures with Many Atoms

Drawing Lewis Structures with Many Atoms Section 2: Covalent Bonding & Molecular Compounds Drawing Lewis Structures with Many Atoms