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Full-Text Articles in Chemistry

A Study Of The Solvolysis Reactions Of Tetrahydrofurfuryl Tosylate, Rebecca Centko '00 Apr 2000

A Study Of The Solvolysis Reactions Of Tetrahydrofurfuryl Tosylate, Rebecca Centko '00

Honors Projects

The solvolysis of epoxycarbinyl substrates 1 has been the subject of several mechanistic studies. In spite of these investigations, it has not been established whether these solvolysis reactions proceed with anchimeric assistance from the epoxide oxygen and involve an oxabicyclobutonium ion intermediate or whether unassisted solvolysis occurs. Conflicting data in the literature suggest that the ability of the epoxide oxygen to provide anchimeric assistance is dependant upon structural and electronic features of the epoxycarbinyl substrate in question. The aim of this project was to study the nucleophilic substitution reactions of tetrahydrofurfuryl and tetrahydropyranyl sulfonates 2a and 2b as well as …


A Systematic Study Of The Correlations Between Meteorite Impacts And Soot Formation, Susanna L. Widicus '00 Apr 2000

A Systematic Study Of The Correlations Between Meteorite Impacts And Soot Formation, Susanna L. Widicus '00

Honors Projects

A massive extinction of more than 50 percent of existing life forms on Earth occurred 65 million years (Ma) ago. This event is marked in the geological record by the Cretaceous-Tertiary (KT) boundary and corresponds to the Chicxulub meteorite impact in the Yucatan Peninsula. Since 1985, large quantities ofreduced elemental carbon in the form of characteristic spheroidal clusters of soot have been found in twelve KT boundary sites from across the globe. Because ofthe wide geographic distribution ofthese sites, the data was interpreted to indicate that deposition ofsoot was a global phenomenon. The source of this global soot layer is …


Isolation Of Curcumin From Tumeric, Ram Mohan, Andrew Anderson, Matthew Mitchell Jan 2000

Isolation Of Curcumin From Tumeric, Ram Mohan, Andrew Anderson, Matthew Mitchell

Scholarship

No abstract provided.


Bismuth(Iii) Oxide Perchlorate Promoted Rearrangement Of Epoxides To Aldehydes And Ketones, Ram Mohan, Andrew Anderson, Jesse Blazek, Parie Garg, Brian Payne Jan 2000

Bismuth(Iii) Oxide Perchlorate Promoted Rearrangement Of Epoxides To Aldehydes And Ketones, Ram Mohan, Andrew Anderson, Jesse Blazek, Parie Garg, Brian Payne

Scholarship

Aryl-substituted epoxides and aliphatic epoxides with a tertiary epoxide carbon undergo smooth rearrangement in the presence of 10–50 mol% bismuth(III) oxide perchlorate, BiOClO4•xH2O, to give carbonyl compounds. The rearrangement is regioselective with aryl substituted epoxides and a single carbonyl compound arising from cleavage of benzylic C―O bond is formed. BiOClO4•xH2O is relatively non-toxic, insensitive to air and inexpensive, making this catalyst an attractive alternative to more corrosive and toxic Lewis acids such as BF3•Et2O or InCl3 currently used to effect epoxide rearrangements.


The Discovery-Oriented Approach To Organic Chemistry. 3. Boron-Trifluoride Catalyzed Rearrangement Of Cis- And Trans-Stilbene Oxides. An Exercise In 1H Nmr Spectroscopy For Sophomore Organic Laboratories, Ram Mohan, Erik Sgariglia, Regina Schopp, Kostas Gavardinas Jan 2000

The Discovery-Oriented Approach To Organic Chemistry. 3. Boron-Trifluoride Catalyzed Rearrangement Of Cis- And Trans-Stilbene Oxides. An Exercise In 1H Nmr Spectroscopy For Sophomore Organic Laboratories, Ram Mohan, Erik Sgariglia, Regina Schopp, Kostas Gavardinas

Scholarship

Epoxides, or oxiranes, are among the most versatile intermediates in organic synthesis. Yet very few examples of laboratory experiments involving reactions of epoxides are to be found in lab texts. We have developed a discovery-oriented laboratory experiment that involves the rearrangement of both cis- and trans-stilbene oxides with boron trifluoride etherate. The identity of the product can be easily determined by 1H NMR spectroscopy and, in case of the trans isomer, by preparation of the semicarbazone derivative as well. In spite of the simplicity of the experiment, the element of discovery ensures that student interest and enthusiasm are retained.