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COVALENT BONDING: ORBITALS. HYBRIDIZATION (9.1). HYBRIDIZATION. Consider methane,CH 4 C has 4 valence electrons 1s 2 2s 2 2p 2
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COVALENT BONDING: ORBITALS HYBRIDIZATION (9.1)
HYBRIDIZATION • Consider methane,CH4 • C has 4 valence electrons 1s2 2s2 2p2 • This suggests that there might be two kinds of C-H bonds: one involving a 2s e- on carbon pairing with the 1s on H and the other involving a 2p e- on carbon pairing with the 1s on H. • Expt evidence confirms that the four C-H bonds in CH4 are identical and that CH4is tetrahedral.
Figure 9.1 a & b a) The Lewis Structure of the Methane Molecule b) The Tetrahedral Molecular Geometry of the Methane Molecule
HYBRIDIZATION (2) • To resolve this conflict, promote a 2s electron to the empty 2p orbital, then mix or hybridize the 2s (1) and 2p (3) orbitals to form four identical hybrid AOs named sp3 • These hybrid atomic orbitals overlap with the 1s orbital on hydrogen to form the covalent C-H bond (sp3 – 1s). • Why do hybrids form? To minimize total energy.
HYBRIDIZATION (3) • Using the VSEPR rules, C has four covalent bonds and has tetrahedral molecular geometry. The H-C-H bond angle = 109.5o. This agrees with exptal measurements (4 identical C-H bonds). • Hybridization integrates electron configurations with expt measurements. • Other hybrids: sp2 (3 e pairs), sp (2), dsp3 (5), d2sp3 (6)
Figure 9.24 Relationship of the Number of Effective Pairs, Their Spatial Arrangement, and the Hybrid Orbital Set Required
Figure 9.8 The Hybridization of the s, px, and py Atomic Orbitals Results in the Formation of Three sp2 Orbtitals Centered in the xy Plane
Figure 9.9 An Orbital Energy-Level Diagram for sp2 Hybridization
Figure 9.13 (a)The Orbitals Used to Form the Bonds in Ethylene (b) The Lewis Structure for Ethylene
Figure 9.16 The Orbital Energy-Level Diagram for the Formation of sp Hybrid Orbitals on Carbon
Figure 9.20 a-d (a) The sp hybridized N atom (b) The bonds in the N2 molecule (c) The two pi bonds in N2 are formed when electron pairs are shared between two sets of parallel p orbitals (d) The total bonding picture of N2
Figure 9.21 A Set of dsp3 Hybrid Orbitals on Phosphorus Atom
Figure 9.23 An Octahedral Set of d2sp3 Orbitals on Sulfur Atom
Figure 9.24 Relationship of the Number of Effective Pairs, Their Spatial Arrangement, and the Hybrid Orbital Set Required
HYBRIDS AND MOLECULAR STRUCTURE • Write Lewis structure and use VSEPR method to predict e pair geometry • Select hybridization scheme this is consistent with VSEPR prediction (Fig 9.24) • Identify orbital overlap • Form multiple bonds if needed • Determine molecular geometry
HYBRIDS AND MULTIPLE BONDS (1) • Use Valence Bond method to determine 3-dimensional structure of hydrocarbons with double and triple bonds (planar) • Sigma () or end-to-end orbital overlap bond • Pi () or side-by-side orbital overlap bond • Geometric isomers (2-butene) • Benzene and other aromatic compounds
HYBRIDS AND MULTIPLE BONDS (2) • A single bond has one sigma bond. • A double bond has one sigma bond and one pi bond. • A triple bond has one sigma bond and two pi bonds.
Problems • 16, 18, 22, 24, 28, 32, 33