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Freshman Organic Chemistry I

Yale,, Spring 2011 , Prof. Michael McBride

Updated On 02 Feb, 19

Overview

Mechanism: How Energies and Kinetic Order Influence Reaction Rates - Peculiar Rate Laws, Bond Dissociation Energies, and Relative Reactivities - Rate and Selectivity in Radical-Chain Reactions - Electronegativity, Bond Strength, Electrostatics, and Non-Bonded Interactions - Solvation, H-Bonding, and Ionophores - Brnsted Acidity and the Generality of Nucleophilic Substitution - Nucleophilic Substitution Tools - Stereochemistry, Rate Law, Substrate, Nucleophile - Solvent, Leaving Group, Bridgehead Substitution, and Pentavalent Carbon - Pentavalent Carbon? E2, SN1, E1 - Cation Intermediates. Alkenes: Formation, Addition, and Stability - Carbocations and the Mechanism of Electrophilic Addition to Alkenes and Alkynes - Nucleophilic Participation During Electrophilic Addition to Alkenes - Addition to Form Three-Membered Rings: Carbenoids and Epoxidation.

Epoxide Opening, Dipolar Cycloaddition, and Ozonolysis - Metals and Catalysis in Alkene Oxidation, Hydrogenation, Metathesis, and Polymerization - Isoprenoids, Rubber, and Tuning Polymer Properties - Alkynes. Conjugation in Allylic Intermediates and Dienes - Linear and Cyclic Conjugation Theory. 4n+2 Aromaticity - Aromatic Transition States: Cycloaddition and Electrocyclic Reactions - Electronic and Vibrational Spectroscopy - Functional Groups and Fingerprints in IR Spectroscopy. Precession of Magnetic Nuclei - Medical MRI and Chemical NMR - Diamagnetic Anisotropy and Spin-Spin Splitting - Higher-Order Effects, Dynamics, and the NMR Time Scale.

C-13 and 2D NMR. Electrophilic Aromatic Substitution - Aromatic Substitution in Synthesis: Friedel-Crafts and Moses Gomberg - Triphenylmethyl and an Introduction to Carbonyl Chemistry - Mechanism and Equilibrium of Carbonyl Reactions - Imines and Enamines. Oxidation and Reduction - Oxidation States and Mechanisms - Periodate Cleavage, Retrosynthesis, and Green Chemistry - Measuring Bond Energies: Guest Lecture by Prof. G. Barney Ellison - Green Chemistry. Acids and Acid Derivatives - Acids and Acid Derivatives - Acyl Insertions and [gr]α-Reactivity - [gr]α-Reactivity and Condensation Reactions - Proving the Configuration of Glucose and Synthesizing Two Unnatural Products - Review: Synthesis of Cortisone.

Includes

Lecture 21: Functional Groups and Fingerprints in IR Spectroscopy. Precession of Magnetic Nuclei

4.1 ( 11 )


Lecture Details

Freshman Organic Chemistry II (CHEM 125B)Infrared spectroscopy provides information for analyzing molecular structure and for understanding bonding and dynamics. Although the normal modes of alkanes involve complex coordinated vibration of many atoms, the unusual strengths of multiple bonds give alkenes and alkynes distinctive stretching frequencies. The intensity of characteristic out-of-plane C-H bending peaks allows assignment of alkene configuration. Characteristic carbonyl stretching peaks in various functional groups demonstrate the importance of pi- and sigma-conjugation. The complex fingerprint region of IR spectra differentiates the subtle isomerism of polymorphic crystalline pharmaceuticals. A 90° phase lag between force and velocity explains the precession of tops and of magnetic nuclei in a magnetic field. Nuclear precession in the combination of a stationary magnet and a pulsed radio-frequency field can be visualized by means of the "rotating frame."0000 - Chapter 1. IR Frequencies of Alkanes, Alkenes, and Alkynes1643 - Chapter 2. IR Frequencies of Carbonyl Groups the Influence of Conjugation 2954 - Chapter 3. IR Fingerprints in Pharmaceutical Characterization 3349 - Chapter 4. The Precession of Magnetic Nuclei 4935 - Chapter 5. Radio Pulses and the Rotating FrameComplete course materials are available at the Open Yale Courses website httpoyc.yale.eduThis course was recorded in Spring 2011.

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Sam

Excellent course helped me understand topic that i couldn't while attendinfg my college.

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Dembe

Great course. Thank you very much.

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