Chemistry 125: Lecture 57 March 2, 2011 Spectroscopy Electronic & IR Spectroscopy Normal Modes: Mixing and Independence This For copyright notice see final page of this file Spectroscopy for Structure and Dynamics Electronic (Visible/UV) Vibrational (Infrared) NMR (Radio) e.g. F&J sec. 12.7-12.8 pp. 533 e.g. F&J sec. 15.4, pp. 707-713 e.g. F&J sec. 15.5-15.9, pp. 713-749 O.E.D. “Specters or straunge Sights, Visions and Apparitions” (1605) “Sunbeams..passing through a Glass Prism to the opposite Wall, exhibited there a Spectrum of divers colours” Newton (1674) “Atom in a Box” can be used to show: (1) Spectral transitions for H atom (levels, energy, wavelength) (2) Static shift of e-density from mixing 2s with 2p (same energy) (3) Oscillation of e-density from mixing orbitals with different energy because of change in relative phase* with time (add, then subtract). (a) Oscillating “dipole” from mixing 1s with 2p. (makes or interacts with light) (b) “Breathing” from mixing 1s with 2s. (no interaction with light) * This is a feature of time-dependent quantum mechanics, where the (complex) phase of a wavefunction changes at a rate proportional to its energy. When energies of the components differ, their relative phases vary in time. 1s 2p + time-dependent (1s + 2p)2 superposition e-density Oscillation frequency given by the energy difference between 1s and 2p + + Time-Dependence Footnote cos A time-dependent wavefunction looks just like the spatial s we have been talking about, except that it is multiplied by eit = cos(t) + i sin(t), where i = (-1), is the energy (in frequency units) of the spatial wavefunction and t is time. In many cases this makes no difference, because when you “square” the wave function you get eit e-it = 2. BUT when a problem involves actually* mixing two states of different energy, one considers a wavefunction of the form eit + eit . If 1 and 2 are different, this means that the two spatial functions cycle in- and out-of-phase with one another. If at a certain time they add, at a time 0.5/(1-2) later they will subtract. e.g. (1s+2pz) will become (1s-2pz). time This is the source of the oscillation we observe when superimposing functions of different n using Atom-in-a-Box. * This is different from the mixing involved in forming hybrids or LCAO-MOs, where we just try to guess the best shape for an orbital of one particular energy for a molecule by analogy with known solutions for a simpler situation (atoms). 1s 2p + time-dependent (1s + 2p)2 superposition e-density Oscillation frequency given by the energy difference between 1s and 2p + + Oscillating dipole has “oscillator strength” interacts with / generates / absorbs light 1s - 2p transition is “allowed” 1s 2s + time-dependent (1s + 2s)2 superposition e-density Pulsing frequency given by the energy difference between 1s and 2s + + Symmetrical “breathing” e-density deformation has no “oscillator strength” does not interact with light’s E-field. 1s - 2s transition is “forbidden” n-* Transitions of Organic “Chromophores” - + n+* C X : + - n-* Oscillating electric field wags electrons up and down by mixing n with *. The large energy gap between n and * makes this transition occur at high frequency (in the ultraviolet). n-* Transitions of Organic “Chromophores” * mix approaches energy of 2p orbital + + - - - + C X : - - + + + - n-* Oscillating electric field wags electrons up and down by mixing n with *. With sufficient “conjugation” the * LUMO energy shifts close enough to n that the transition is at visible wavelength. e.g. the retinaldehyde imine of rhodopsin, which is the R visual pigment in our eyes. -Carotenyne H2 Pd/Pb H H C C During work on the synthesis of Vitamin-A -Carotene R OPP catalystOPP OPP Palladium-Lead wasRdeveloped, with which PPO a hn D one can hydrogenate a triple bond without attacking H R double bonds already present in the starting material C C H R or those created by the hydrogenation. Helvetica Chimica Acta, 35, 447 (1952) with kind permission of Lloyd Spitalnik ©Birdwatchers Digest Autumn Summer Scarlet(?) Scarlet(!) Tanager Early Fall O: conjugated isolated O retinal canthaxanthin isozeaxanthin -carotene Graph of a Spectrum (IR of Paxil) (1) Light Intensity (2) LightInduced Overlap (3) Light’s “Handle” (changing dipole) Meaning of Axes : (1) Experiment (2) Quantum Mechanics (1) Color (wavelength) (3) Classical Mechanics (3) Molecular Vibration Frequency (2) Molecular Energy Gap Infrared Spectroscopy Using Light to Fingerprint molecules, molecules , to identify Functional Groups,,,,,,, and to use molecular dynamics to study Bonding and whether Atoms are linked by “Springs” . What Makes Vibration Sinusoidal? 2 (half) amplitude d x 2 x h sin(t) a h sin(t) 2 acceleration displacement frequency dt a dx 2 h cos(t) dt x velocity F m Newton a -fx Hooke F = - fx f m 2 a f 2 x m f m Frequency Constant! independent of amplitude 2h (Text Fig12.6) Hooke, of Spring (1678) Frequency Constant! independent of amplitude 2h Harrison’s Marine Chronometer (1761) © National Maritime Museum, Greenwich, London For atoms f should be Bond Stiffness. (1, 2, 3?) C-H sqrt (1/0.9) ~3000/cm ; 1014Hz C-O sqrt (1/6.9) ~1100 ~3 x1013 When Hooke’s Law (Cf. Eyring) C=O sqrtApplies: (2/6.9) ~1500 C=N sqrt (3/6.5) ~1900 √m f Frequency H-C = 1 12 1 + 12 C-C = 12 12 Quartz Crystal Microbalance = 6.0 can weigh a monolayer 12 + 12 C-O = 12 16 12 + 16 = 0.9 H-X stands apart of adhering molecules =(e.g. 6.9 H + H C=CH / Pt) 2 2 2 m is mass or, for free diatomic, “reduced” mass 12 35 C-Cl = 12 + 35 = 8.9 = m1 m2 m1 + m2 is dominated by the smaller mass! Coupled Oscillators illustrate: Complexity “Normal” mode analysis Phase of mixing Possibility of effective independence Coupled Oscillators Simple 2 = f/m Coupled Oscillators Simple 2 = f/m Coupled to Frozen Partner 2 = (f +s)/m Coupled Oscillators Simple 2 = f/m Coupled to Frozen Partner 2 = (f +s)/m In-Phase Coupling 2 = 2f/2m = f/m Coupled Oscillators Simple 2 = f/m coupled oop Coupled to Frozen Partner 2 = (f +s)/m ip In-Phase Coupling 2 = 2f/2m = f/m isolated • In such “Normal” Modes all atoms oscillate at Out-of-Phase Coupling 2 = 2(f +2s)/2m the same = (f +2s)/m frequency Coupled Oscillators ip oop oop + ip Superposition of Two Normal Modes of different frequency Vibration switches between oscillators as the two modes beat in- and out-of-phase In-Phase Coupling 2 = 2f/2m = f/m In such “Normal” Modes all atoms oscillate at Out-of-Phase Coupling 2 = 2(f +2s)/2m the same = (f +2s)/m frequency Very Different Oscillators are ~Independent oop ip oop + ip Vibration remains localized when coupling is weak compared to -mismatch coupled oop high low ip A General Molecule of N Atoms has 3N Independent Geometric Parameters. (e.g. as Cartesian Coordinates) or 3 to Fix Center of Mass 3 to Fix Orientation 3N-6 for Internal Vibrations (Normal Modes) 3N-6 Mixed-up Normal Modes sounds hopelessly complex. (though good for “fingerprint”) but mixing requires: Frequency Match & Coupling Mechanism (Cf. Energy-match / Overlap) coupled oop isolated ip Butane C4H10 3 x (4 + 10) = 42 degrees of freedom - 3 (translation) - 3 (rotation) = 36 vibrations C4 : 3 stretch, 2 bend, 1 twist 10 C-H : 10 stretch, 20 bend or twist Mixed (according to frequency-match / coupling) into 36 normal modes. Timing has been disabled on this slide so you can step back C Straight Chain Hydrocarbons 8 and forth with the arrow keys to study vibrational modes. “Breathing” gives no net E(t) E(t)helps helpspush push dipole change - no IR peak 48Hs H in up and andout down Half of C-H C-H C-CH3 CH2 CH2 CH2 C4H10’s ten stretch stretch scissors umbrella wag rock C-H stretch + C-C stretch Octane normal modes have no “handle” C8H18 26 atoms 72 normal modes (not all IR active) End of Lecture 57 March 2, 2011 Copyright © J. M. McBride 2011. Some rights reserved. Except for cited third-party materials, and those used by visiting speakers, all content is licensed under a Creative Commons License (Attribution-NonCommercial-ShareAlike 3.0). Use of this content constitutes your acceptance of the noted license and the terms and conditions of use. Materials from Wikimedia Commons are denoted by the symbol . 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