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Nucleophilic Substitution Reactions Solvolysis of secondary versus tertiary halides, effects of leaving groups, solvolysis of/and reactions of sodium iodide and silver nitrate with isomers of bromobutane, SN1 and SN2 mechanisms, and hydrolysis of tert-butyl chloride are demonstrated.
Nucleophilic Substitution
Blue Bottle, Red and Blue Bottle Color changes are caused by reactions of oxygen in the air with chemicals in a solution. The colors fade over time, but can be regenerated by shaking the flask containing the solution.
Kinetics |
Mechanisms of Reactions |
Oxidation / Reduction
Induction by Iron(II) of the Oxidation of Iodide by Dichromate Acidic aqueous solutions containing dichromate and iodide ions are mixed with no reaction. The addition of a solution of iron(II) ion induces the rapid formation of brown triiodide ion.
Synthesis Explorer: A Chemical Reaction Tutorial System for Organic Synthesis Design and Mechanism PredictionJonathan H. Chen and Pierre Baldi Synthesis Explorer is an interactive tutorial system for organic chemistry that enables students to learn chemical reactions in ways previously unrealized. Pedagogical experiments in undergraduate classes at UC Irvine indicate that the system can improve average student examination performance by ~10%. Chen, Jonathan H.; Baldi, Pierre. J. Chem. Educ.2008, 85, 1699.
Mechanisms of Reactions |
Reactions |
Synthesis
The Discovery-Oriented Approach to Organic Chemistry. 7. Rearrangement of trans-Stilbene Oxide with Bismuth Trifluoromethanesulfonate and Other Metal TriflatesJames E. Christensen, Matthew G. Huddle, Jamie L. Rogers, Herbie Yung, and Ram S. Mohan Presents a microscale, green organic chemistry laboratory experiment that illustrates the utility of metal triflates, especially bismuth triflate, as a Lewis acid catalyst. Bismuth compounds are especially attractive for use as catalysts in organic synthesis because of their low toxicity, low cost, and ease of handling. Christensen, James E.; Huddle, Matthew G.; Rogers, Jamie L.; Yung, Herbie; Mohan, Ram S. J. Chem. Educ.2008, 85, 1274.
Catalysis |
Epoxides |
Green Chemistry |
Lewis Acids / Bases |
Mechanisms of Reactions |
Microscale Lab |
NMR Spectroscopy
Keeping Your Students Awake: Facile Microscale Synthesis of Modafinil, a Modern Anti-Narcoleptic DrugEvangelos Aktoudianakis, Rui Jun Lin, and Andrew P. Dicks Describes the microscale preparation of modafinil, a pharmaceutical recently approved for the treatment of narcolepsy, by a sulfide oxidation reaction. An unusual feature of modafinil is the presence of a chiral sulfoxide functionality where a sulfur atom acts as a stereocenter, demonstrating that atoms other than carbon can act as centers of chirality. Aktoudianakis, Evangelos; Lin, Rui Jun; Dicks, Andrew P. J. Chem. Educ.2006, 83, 1832.
ChemPaths 104 W Feb 23John W. Moore Today in Chem 104:
* Lecture: Mechanisms of Reactions
* Reading:
Kotz, Ch. 15, Sec. 5-6
Moore, Ch. 13, Sec. 6-76
* Homework #5 due by 11:55 pm F Feb 25
* Excel Assignment due in first discussion section this week
* Quiz 4 in second discussion section this week
Mechanisms of Reactions
ChemPaths 104 F Feb 25John W. Moore Today in Chem 104:
* Lecture: Problem-Solving Session
* No assigned reading for today.
* Homework #5 due by 11:55 pm Today!
* Biomolecules Tutorial Enzymes (including Enzymes Quiz)
is due Wed. Mar. 2, at 11:55 pm.
Mechanisms of Reactions
Reaction MechanismsEd Vitz, John W. Moore A section of ChemPrime, the Chemical Educations Digital Library's free General Chemistry textbook.
