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UA CHEM 241A - Chapter 1-Bonding and Geometry
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Chem 241a 1st Edition Lecture 1Outline of Last Lecture I. First LectureOutline of Current Lecture I. BondingII. Lewis StructuresIII. VSEPR TheoryIV. Orbital HybridizationCurrent LectureWhat is organic chemistry?: Organic chemistry is the study of carbon based compounds, typically involving nitrogen and oxygen atomsRecall the electron configuration for Carbon: 1s22s22p2 – carbon has four valence electrons, but wants an octet. Therefore it must bond.I. Bondinga. Ionic bond: the loss/gain of electrons (e-)i. Ex: NaCl: sodium completely loses its e- and gives it to chlorine, so with the charges sodium chloride is: Na+Cl- ii. This occurs with the alkaline metals (first two groups) and the non-metals (except noble gases).b. Covalent bond: equal sharing of e-i. Ex: CH4 -- With its tetrahedral shape (more on that later), there is no polarity in the molecule, thus all e- are shared equallyii. This occurs with bonding of two non-metalsc. Polar covalent bonds: unequal sharing of e-i. Ex: HCl: refer to the period table: when the differences of electronegativity are high, the dipole moment causes one atom (Cl) to pull the charge closer to itself, giving it a partially negative charge. The These notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute.other molecule (H) then gets a partially positive charge because the e- is being pulled away from it slightlyii. This separation of charge is the dipole.iii. Any molecule that contains one polar bond is a polar molecule, thus operating through polar covalent bondingiv. Dipoles are additive/cancel each other out – this is where geometry comes inv. Geometry can be seen through Lewis StructuresII. Lewis Structures: A diagram that depicts the bonding between atoms and the lone pairs that exista. Ex: Formic acid – CH2O2i. First we must create a Bonding Scheme1:ii. Second we count the valence e-:1. H - 1 valence e- × 2 H’s = 2 e-2. C – 4 valence e- × 1 C = 4 e-3. O – 6 valence e- × 2 O’s = 12 e-4. Total e- = 2+4+12= 18 e-iii. Third take the Total number of e- and subtract the bonds2 to get the leftovers: 18-10=8 e-iv. Fourth, assign leftovers to fill octet to most electronegative atom firstv. Fifth, if all lone pairs are assigned but there are still unfilled octets, movelone pairs to form double and triple bonds with atoms, like between O and C in the picture on the previous pagevi. Last, calculate formal charge of base atoms (subtract the actual amount of electrons from the valence electrons)1. C: 4-4=02. O: 6-6=0vii. There are other ways that this molecule could exist, and many molecules exists in several forms that are all stable. This is called resonance1 Please refer to Dr. Dollinger’s “Lewis Structure Handout” for more details on typical bonding schemes: http://bit.ly/1uDmkx4 (Through D2L)2 Two per bondb. Resonance Theory3 – the same molecular formula has the same connectivity butplaces the π e- differently (pi electrons to follow). In theory, these forms stabilize a moleculei. Ex: CH2O2 (formic acid) ii. In order to truly grasp Lewis Structures, we must understand the VSEPR theoryIII. Valence Shell Electron Pair Repulsion (VSEPR) Theory: helps us to predict e- geometrya. “Center of electrons”/”Electron group” is defined as = lone pairs, single bonds, double bonds, triple bondsb. Three geometries toknow:i. Atom with 2 centers of e- (coe):180° - linearii. Atom with 3 coe: 120° - trigonalplanariii. Atom with 4 coe: 109° - tetrahedralc. Sometimes VSEPR does not reflect the real geometry, so we turn to hybridizationIV. Orbital Hybridizationa. The atomic orbitals present in carbon are s orbitals in the shape of a sphere, and3 p orbitals in the shape of a dumbbellb. Bonding occurs when these orbitals overlapc. Two types of bonding:i. Sigma (σ) bonds – head on overlapping of orbitals (which is stronger because it bonds together stronger)ii. Pi (π) bonds – side to side overlapping of p orbitalsd. NOTE: single bonds contain one σ bond, double bonds contain one σ andone π bond, and triple bonds contain one σ bond and two π bonds3 Please refer to Dr. Dollinger’s “Resonance Hand Out” for more detail and how to draw resonance: http://bit.ly/1rIJHpF (Through D2L)e. Atomic orbitals cannot describe molecular bonds, so Linus Pauling introduced hybridization to account for the geometry of molecules and their overlap4f. Atoms with 4 e- groups contain 4 sp3 hybrid σ bonds – the s part taking up 25%g. Atoms with 3 e- groups contain 3 sp2 hybrid σ bonds with 1 p π bond – 33% s component; thus, the atoms have to be in the same plane (trigonal planar) in order to have π bonds( ethylene shown above)h. Atoms with 2 e- groups contain 2 sp hybrid σ bonds with 2 p π bonds – 50% s component (acetylene shown below)Remember! There are review sessions Mondays at 3:00pm in Koffler 218 and Dr. Dollinger has office hours Tuesdays and Thursdays from 1:00-2:30 pm or by appointment in Koffler 335! 54 Please refer to “Orbital Hybridization” for more detail on the math of hybridization: http://bit.ly/1qn5GCs 5 Pictures use of


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