Chem 125. Advanced Organic Chemistry. 10. Linear Free-Energy Relationships.

UCI Chem 125 Advanced Organic Chemistry (Spring 2016)
Lec 10. Linear Free-Energy Relationships
View the complete course: ocw.uci.edu/cou...
Instructor: James S. Nowick, Ph.D.
License: Creative Commons BY-NC-SA
Terms of Use: ocw.uci.edu/info.
More courses at ocw.uci.edu
Description: The course builds upon the concepts and skills learned in a typical yearlong sophomore-level organic chemistry class. Topics include: The Chemical Literature and Databases; Stereochemistry and Structural Organic Chemistry; Synthetic Organic Chemistry; Mechanistic and Physical Organic Chemistry; NMR Spectroscopy.
Advanced Organic Chemistry (Chem 125) is part of OpenChem: ocw.uci.edu/col...
This video is part of a 28-lecture junior/senior-level undergraduate-level course titled "Advanced Organic Chemistry" taught at UC Irvine by Professor James S. Nowick.
Index of Topics:
0:01:30 Substituents on Activation Energy
0:04:45 Substituents and Equilibrium Constants
0:15:59 What is Sigma?
0:38:36 Kinetic Isotope Effect
Recorded April 18, 2016.
Required attribution: Nowick, James S., Advanced Organic Chemistry 125 (UCI OpenCourseWare: University of California, Irvine), ocw.uci.edu/cou... [Access date]. License: Creative Commons Attribution 3.0 United States License (creativecommons....

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Helped me in grad school, these are great!

[@jeeneeuz]

Thank you for this! Excellent lecturing skills

[@magorzatagrzelec762]

what a great teacher !

[@rimjhimshukla365]

The video is fantastic, would be grateful if you could elucidate how the presence of ethanol as a solvent increases the value of rho.

[@cafefps]

Rimjhim Shukla it’s because EtOH stabilizes the anion less than H2O, as a result, the reaction is more sensitive to substituent effects when performed in ethanol. Rho is a measure of sensitivity of a reaction to substituents. Substituents can either help spread out the charge (stabilizing intermediate) or create adverse conditions for charge delocalization (destabilizing the intermediate). Solvents can do a similar thing. If the solvent can stabilize the charge through hydrogen bonding (anion stabilizing) or electron donation (cation stabilizing) it can make the reaction less sensitive to substituent effects since the solvent is already helping to stabilize the intermediate. In the case of water vs ethanol, water stabilizes anions more than ethanol (better hydrogen bonding).

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Advanced Organic Chemistry ? In Italy Sn1 etc. are base program for chemical engineering

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Sn1 reactions and etc. are not main theme of this lecture. The basic idea is Hammet equation and its parameters

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