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COVALENT BONDING: ORBITALS HYBRIDIZATION (9.1)
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HYBRIDIZATION Consider methane,CH 4 C has 4 valence electrons 1s 2 2s 2 2p 2 This suggests that there would 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 CH 4 are identical and that CH 4 is tetrahedral.
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Figure 9.1 a & b a) The Lewis Structure of the Methane Molecule b) The Tetrahedral Molecular Geometry of the Methane Molecule
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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 sp 3 These hybrid atomic orbitals overlap with the 1s orbital on hydrogen to form the covalent C-H bond (sp 3 – 1s). Hybrids form to minimize total energy.
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HYBRIDIZATION (3) Using the VSEPR rules, C has four covalent bonds and has tetrahedral molecular geometry. The H-C-H bond angle = 109.5 o. This agrees with exptal measurements (4 identical C-H bonds). Hybridization integrates electron configurations with expt measurements. Other hybrids: sp 2 (3 e pairs), sp (2), dsp 3 (5), d 2 sp 3 (6)
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Figure 9.24 Relationship of the Number of Effective Pairs, Their Spatial Arrangement, and the Hybrid Orbital Set Required
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Figure 9.8 The Hybridization of the s, px, and py Atomic Orbitals Results in the Formation of Three sp 2 Orbtitals Centered in the xy Plane
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Figure 9.9 An Orbital Energy- Level Diagram for sp 2 Hybridization
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Figure 9.11 The Sigma Bonds in Ethylene
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Figure 9.13 (a)The Orbitals Used to Form the Bonds in Ethylene (b) The Lewis Structure for Ethylene
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Figure 9.16 The Orbital Energy- Level Diagram for the Formation of sp Hybrid Orbitals on Carbon
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Figure 9.20 a-d (a) The sp hybridized N atom (b) The bonds in the N 2 molecule (c) The two pi bonds in N 2 are formed when electron pairs are shared between two sets of parallel p orbitals (d) The total bonding picture of N 2
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Figure 9.21 A Set of dsp 3 Hybrid Orbitals on Phosphorus Atom
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Figure 9.23 An Octahedral Set of d 2 sp 3 Orbitals on Sulfur Atom
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Figure 9.24 Relationship of the Number of Effective Pairs, Their Spatial Arrangement, and the Hybrid Orbital Set Required
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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
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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
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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.
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