Chemical Bonding

Chemical bond: attractive force holding two or more atoms together. Covalent bond results from sharing electrons between the atoms. Usually found between nonmetals. Ionic bond results from the transfer of electrons from a metal to a nonmetal. Metallic bond: attractive force holding pure metals together. Chemical Bonds, Lewis Symbols, and the Octet Rule

Figure 8.3: Ionic Bonding

Figure 8.5: Covalent Bonding

Chemical Bonds Bond Type Single Double Triple # of e’s Notation — =  Bond order Bond strength Increases from Single to Triple Bond lengthDecreases from Single to Triple

Strengths of Covalent Bonds

Lewis Symbols Chemical Bonds, Lewis Symbols, and the Octet Rule

The Octet Rule All noble gases except He has an s 2 p 6 configuration. Octet rule: atoms tend to gain, lose, or share electrons until they are surrounded by 8 valence electrons (4 electron pairs). Caution: there are many exceptions to the octet rule. Chemical Bonds, Lewis Symbols, and the Octet Rule

Bond Polarity and Electronegativity Electronegativity Electronegativity: The ability of one atoms in a molecule to attract electrons to itself. Pauling set electronegativities on a scale from 0.7 (Cs) to 4.0 (F). Electronegativity increases across a period and down a group.

Figure 8.6: Electronegativities of Elements Electronegativity

Bond Polarity and Electronegativity Figure 8.7: Electronegativity and Bond Polarity There is no sharp distinction between bonding types. The positive end (or pole) in a polar bond is represented  + and the negative pole  -. HyperChem

Drawing Lewis Structures Follow Step by Step Method (See Ng Web-site)See Ng Web-site 1.Total all valence electrons. [Consider Charge] 2.Write symbols for the atoms and guess skeleton structure [ define a central atom ]. 3.Place a pair of electrons in each bond. 4.Complete octets of surrounding atoms. [ H = 2 only ] 5.Place leftover electrons in pairs on the central atom. 6.If there are not enough electrons to give the central atom an octet, look for multiple bonds by transferring electrons until each atom has eight electrons around it. HyperChem CyberChem (Lewis) video

Lewis Structures – Examples - I

Lewis Structures – Examples - II

Lewis Structures – Examples - III

Lewis Structures – Examples - IV

Exceptions to the Octet Rule Central Atoms Having Less than an Octet Relatively rare. Molecules with less than an octet are typical for compounds of Groups 1A, 2A, and 3A. Most typical example is BF 3. Formal charges indicate that the Lewis structure with an incomplete octet is more important than the ones with double bonds.

Exceptions – Central Atoms - Less than an Octet

Exceptions to the Octet Rule Central Atoms Having More than an Octet This is the largest class of exceptions. Atoms from the 3 rd period onwards can accommodate more than an octet. Beyond the third period, the d-orbitals are low enough in energy to participate in bonding and accept the extra electron density. HyperChem

Exceptions – Central Atoms - Greater than an Octet

There are five fundamental geometries for molecular shape: Molecular Shapes: VSEPR

Molecular Shapes – 3D Notations VSEPR (Ballons)-Movie Clip

Figure 9.3 HyperChem

Summary of VSEPR Molecular Shapes e-pairsNotationName of VSEPR shapeExamples 2AX 2 LinearHgCl 2, ZnI 2, CS 2, CO 2 3AX 3 Trigonal planarBF 3, GaI 3 AX 2 ENon-linear (Bent)SO 2, SnCl 2 4AX 4 TetrahedralCCl 4, CH 4, BF 4 - AX 3 E(Trigonal) PyramidalNH 3, OH 3 - AX 2 E 2 Non-Linear (Bent)H 2 O, SeCl 2 5AX 5 Trigonal bipyramidalPCl 5, PF 5 AX 4 EDistorted tetrahedral (see-sawed) TeCl 4, SF 4 AX 3 E 2 T-ShapedClF 3, BrF 3 AX 2 E 3 LinearI 3 -, ICl 2 - 6AX 6 OctahedralSF 6, PF 6 - AX 5 ESquare PyramidalIF 5, BrF 5 AX 4 E 2 Square PlanarICl 4 -, BrF 4 - See Ng Web-site HyperChemCyberChm Gems

Examples: VSEPR Molecular Shapes - I # electron pairs on Central Atom A NotationExampleLewisVSEPR & Name of Shape 2 AX 2 2 bp on A 3 AX 3 3 bp on A AX 2 E 2 bp and 1 lp on A

Examples: VSEPR Molecular Shapes – I – F08

Examples: VSEPR Molecular Shapes - II # electron pairs on Central Atom A NotationExampleLewisVSEPR & Name of Shape 4 AX 4 4 bp on A AX 3 E 3 bp and 1 lp on A AX 2 E 2 2 bp and 2 lp on A

Examples: VSEPR Molecular Shapes – II – F08

Examples: VSEPR Molecular Shapes - III # electron pairs on Central Atom A NotationExampleLewis VSEPR & Name of Shape 5 AX 5 5 bp on A AX 4 E 4 bp and 1 lp on A AX 3 E 2 3 bp and 2 lp on A AX 2 E 3 2 bp and 3 lp on A

Examples: VSEPR Molecular Shapes – III – F08 HyperChem

Examples: VSEPR Molecular Shapes - IV # electron pairs on Central Atom A NotationExampleLewisVSEPR & Name of Shape 6 AX 6 6 bp on A AX 5 E 5 bp and 1 lp on A AX 4 E 2 4 bp and 2 lp on A

The Effect of Nonbonding Electrons By experiment, the H-X-H bond angle decreases on moving from C to N to O: Since electrons in a bond are attracted by two nuclei, they do not repel as much as lone pairs. Therefore, the bond angle decreases as the number of lone pairs increases VSEPR Model HyperChem

Figure 9.10: Shapes of Larger Molecules In acetic acid, CH 3 COOH, there are three central atoms. VSEPR Model HyperChem

Shapes of Larger Molecules In glycine (simplest amino acid), NH 2 CH 2 CO 2 H, there are four possible central atoms. Draw the Lewis Structure and the 3D VSEPR Molecular Geometry for glycine. Indicate the name of the shape for all possible central atoms, including estimation of bond angles. Hint 1: Designate the 2 nd carbon in the formula as the central atom in skeleton structure. Hint 2: The acid portion of glycine is the same as that of acetic acid. Lewis-VSEPR HW assigned 10/29/10. Due 11/1/10. HyperChem Solution Key

Figure 8.10: Drawing Lewis Structures Resonance Structures

Figure 9.12 HyperChem

Figure 9.11: Molecular Shape and Molecular Polarity HyperChem

Figure 9.13: Molecular Shape and Molecular Polarity HyperChem

Lewis structures and VSEPR do not explain why a bond forms. How do we account for shape in terms of quantum mechanics? What are the orbitals that are involved in bonding? We use Valence Bond Theory: Bonds form when orbitals on atoms overlap. There are two electrons of opposite spin in the orbital overlap. Covalent Bonding and Orbital Overlap Gems - Movie Clip

Figure 9.14: Covalent Bonding and Orbital Overlap

To determine the electron pair geometry: draw the Lewis structure, count the total number of electron pairs around the central atom, arrange the electron pairs in one of the above geometries to minimize e  -e  repulsion, and count multiple bonds as one bonding pair. VSEPR Model (Figure 9.6)

VSEPR Model

Drawing Lewis Structures Formal Charge Consider: For C: There are 4 valence electrons (from periodic table). In the Lewis structure there are 2 nonbonding electrons and 3 from the triple bond. There are 5 electrons from the Lewis structure. Formal charge: = -1.

Drawing Lewis Structures Formal Charge Consider: For N: There are 5 valence electrons. In the Lewis structure there are 2 nonbonding electrons and 3 from the triple bond. There are 5 electrons from the Lewis structure. Formal charge = = 0. We write: CyberChm Gems

Chemical Bonding Lewis AXE notation VSEPR shapes Polarity