Organic Chemistry Commons^™

Chiral Recognition Study Of A Bimolecular Process In Amino Acid Chiral Ionic Liquids, Laurel Millikan Heckman

Undergraduate Honors Thesis Collection

In this study, chiral ionic liquid (CIL) solvents were prepared and tested for their chiral discrimination ability by probing with luminescence quenching. The CIL's were also tested for their impurities, viscosity and density. These experiments will help to determine the ability of CIL's to act as solvents in asymmetric catalysis. The chiral ionic liquids in this study were composed of amino acid methyl ester cations and bis(trifluoromethane) sulfonimide or bistri flimide anions (i.e. I-alanine methyl ester bistriflimid e, d-alanine methyl ester bistr iflim ide and I-leuci ne methyl ester bistriflimde). Circularly polarized luminescence (CPL) and its quenching in the chiral …

Development Of A Green Method For Amide Synthesis, Megan Ruth Darragh

Undergraduate Honors Thesis Collection

The aim of this work was to determine the scope and limitations of using microwave technology, solvent-free conditions and green chemistry-applicable solid supports for amide synthesis. We hypothesize that the method developed by Comerford et al [12] may be applicable to other solid support systems already in use (silica, fly ash, and alumina), and that combined with the use of microwave technology, green and efficient synthesis of varied amides and other dehydration reaction products may be possible. These methods should show application to undergraduate, organic chemistry laboratories as well as large-scale production laboratories.

Towards The Synthesis Of Alpha-Aminogalactosylceramides, Shaun C. Christian

Master's Theses

No abstract provided.

Approach To Arsenic And Selenium Removal From Fly Ash By Oxalate And Estimation Of Calcium Effects On Both Elements, Ying Wen

Masters Theses & Specialist Projects

An approach to arsenic and selenium removal from fly ash is studied. This research includes a comparison of the leaching ability of ammonium oxalate, ammonium citrate, ammonium nitrate and EDTA to extract arsenic and selenium; use of common agricultural waste as a source of oxalate anion to remove arsenic and selenium from fly ash and estimation of additional calcium effects on arsenic and selenium leaching behaviors.
This research shows that extraction strength order is EDTA > ammonium oxalate > ammonium citrate > ammonium nitrate > water, achieving arsenic extraction efficiencies of 94.18%, 84.17%, 4.50%, 2.89% and 0.18%, respectively; achieving selenium extraction efficiencies of 96.14%, …

Exploring The Potential For B12-Based Oral Vaccine Delivery; Cubilin Mediated Uptake Of B12-Conjugate Systems Greater Than 160 Kda, Teresa Soldner

Renée Crown University Honors Thesis Projects - All

This project aimed to create a novel oral tetanus vaccine by exploiting the B₁₂ uptake pathway. While many linkers were attempted, the only successful complex was created using CDT coupling. After synthesis, purification (with some difficulty), and characterization, tests were done in vitro and in vivo. These supported the conclusion that while the complex was being successfully taken up by the cell, the complex was not created a strong enough immune response for a positive titer. On a second note, simply the uptake of B₁₂-TT is remarkable because it is the largest molecule that has been …

Adsorbents With Chemically Bonded Saccharide Surfaces: Synthesis And Application For Stereoisomer Separation And The Synthesis Of Chiral Porous Silicas Using Templates Chiral Surfactant, Edwin Vega

Seton Hall University Dissertations and Theses (ETDs)

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Scope And Mechanistic Studies Of The Palladium On Carbon Catalyzed Suzuki Cross Coupling Reaction, Carl Leblond

Seton Hall University Dissertations and Theses (ETDs)

No abstract provided.

Targeting A-Form Nucleic Acids: A Neomycin Based Approach, Nicholas Shaw

All Dissertations

This manuscript reflects our most recent advancements in the recognition of nucleic acids. Chapter one focuses on previously established methods in nucleic acid recognition. Nucleic acid targeting by small molecules affords a unique way to potentially inhibit biological functions, which is different from targeting enzyme and protein bio-macromolecules. We seek to further develop an aminoglycoside approach to targeting nucleic acids. Since aminoglycosides were first introduced, over 60 years ago, as treatment for tuberculosis, natural product discovery and demands for therapeutically more effective aminoglycosides, with lowered toxicity, have dominated the landscape of aminoglycoside research. More recently, our group has established neomycin …

Self-Assembling Organic Semiconductors With Tunable Electronic Properties Based On Novel Asymmetric Phenazine And Bisphenazine, Kyoungmi Jang

UNLV Theses, Dissertations, Professional Papers, and Capstones

Current demands in the area of organic semiconductors focus on both electronic and self-assembling properties. Particularly, one-dimensionally grown nanostructures of small organic semiconductors have drawn much attention for nanodevice fabrication. Self-assembly through various intermolecular interactions has been widely used to produce one-dimensionally grown nanostructures which can be induced by various methods such as rapid solution dispersion, a phase transfer method, vapor annealing, crystallization, and organogelation in conjunction with proper molecular design. Controlling the morphology of the nanostructures plays an important role in achieving desirable properties in optoelectronic device applications. While significant advancements have been made in developing molecular architectures for …

Student-Faculty Research In Organic Chemistry, Timo V. Ovaska

Honors and Awards Speeches and Programs

Timo Ovaska remarks that the clothes we wear, the colors we see, the foods we eat, the fuels that power our cars, the medicines that make us heal and feel better, even the biochemical reactions that happen in our bodies are all manifestations of the importance of organic chemistry in daily life.

He also praises his students who chose to do research, as there is no mandatory research component for the chemistry major at Connecticut College, who have gone on to successful careers. Students chose to get involved not because it was going to be easy, but because they were …

Energy Densification Via Hydrothermal Carbonization, Keri Noack

Festival of Communities: UG Symposium (Posters)

A process called hydrothermal carbonization (HTC), also known as wet torrefaction involves treatment of raw biomass in hot, pressurized water. HTC of woody biomass has been shown to significantly increase the energy density of the feedstock, producing a biochar, similar to coal, having up to 40% higher calorific energy content. Feedstocks investigated include Tahoe chips, Pinion/Juniper chips, Rice hulls, and Corn Stover pellets pre-treated at 215 °C, 255 °C, and 295 °C. Chemical analyses were conducted on the gaseous, aqueous, and solid HTC products. Energy contents of the solid biochar products were measured by calorimetry, and mass balances were determined.

Predicting Homo And Lumo Energy Gaps For Organic Semi-Conductor: A Theoretical Study, Padtaya Pukpayat

Festival of Communities: UG Symposium (Posters)

This poster presents a theoretical approach for characterizing the electronic properties of novel electron-deficient organic semiconductors containing variety of electron donor substituents. In treating these compounds, the following questions will be addressed: What effects to the bandgap will each substituent have? Will any of the substituents lower the band gap to the desired range for solar cell applications(<2.0eV)? Can we use the current, inexpensive and tractable computational methods as a predictive tool for guiding future experimental design of organic based solar cells, rather than depending solely on experimental procedures?

Trypanosoma Cruzi - Derived Sugar Epitopes - Synthesis And Immunology, Erika Y. Monroy^, Roger A. Ashmus, Jamal Khamsi, Andrew Pardo, Nathaniel S. Schocker, Rosa A. Maldonado, Kayla Vasquez, Alexandre F. Marques, Igor C. Almeida, Katja Michael*

COURI Symposium Abstracts, Spring 2011

The protozoan parasite Trypanosoma cruzi is the causative agent of Chagas disease. As of today no effective vaccine has been developed for it. Certain developmental stages of T.cruzi express cell surface oligosaccharides with terminal alpha-galactosyl and rhamnosyl residues, which are believed to be highly immunogenic in humans. The exact structures and sizes of these epitopes are still unknown. Our quest is to shine light on the chemical structures of immunogenic alpha-Gal and alpha-Rha containing mono-, di-, and trisaccharides that are conjugated to a keyhole limpet hemocyanin (KLH) carrier protein through a combination of chemical synthesis and immunological studies. The compounds …

Spectroscopic (Ir, Nmr, Uv-Vis), Theoretical Study And Optical Properties Of 9,10-Dihydrobenzo(A)Pyrene-7(8h)-One And 7, 8, 9, 10-Tetrahydrobenzo(A)Pyrene, Mireya Martinez

Undergraduate Research Conference

Polycyclic aromatic hydrocarbons (PAHs) are organic molecules found in the environment. The PAHs are formed from incomplete combustion, are found in diesel exhaust particles, grilled foods, gas burners, emission from wood, and cigarette smoke. These compounds are known to be carcinogenic and mutagenic1,2. Spectroscopic studies were performed on two PAHs, 9,10- dihydrobenzo(a) pyrene-7(8H)-one and 7,8,9,10- tetrahydrobenzo(a)pyrene, which helped to characterize them. Also, a theoretical infrared study was done on 9,10-H2BaP, a scaling factor was found for a simulated infrared spectrum.

A Sodium Salt Of The Dimer Of Boronoterephthalic Acid Anhydride, Scott Simmons, Albert Fratini, Vladimir Benin

Chemistry Faculty Publications

The title compound, sodium bis­(6-carb­oxy-1-hy­droxy-3-oxo-1,3-dihydro-2,1-benzoxaborol-1-yl)oxidanium, Na+·C16H15B2O13-, was prepared in two steps from 2-bromo-p-xylene. Its crystal structure was determined at 140 K and has triclinic (P) symmetry. The compound presents a unique structural motif, including two units of the cyclic anhydride of boronoterephthalic acid, joined by a protonated, and thereby trivalent, oxonium center. Association in the crystal is realized by complementary hydrogen bonding of the carboxyl groups, as well as by coordination of the sodium cations to the oxygen centers on the five-membered rings.

Theoretical Investigation Of A Reported Antibiotic From The 'Miracle Tree' Moringa Oleifera, Michael Horwath, Vladimir Benin

Chemistry Faculty Publications

Moringa oleifera, sometimes called the “Miracle Tree,” has received international attention for its potential to improve health in impoverished tropical areas. In addition to high vitamin content in the leaves and pods, the tree contains compounds with antioxidant and antibacterial properties. This study focused on the theoretical investigation of the suggested structure of one antibacterial compound, “pterygospermin,” whose existence was proposed after some studies of the roots of M. oleifera. The structure of pterygospermin was first proposed by a research group working in the 1950s, but later studies have not found evidence of this compound and have instead …

Synthesis Of Pyridine-Based Ligands As Potential Magnetic Liquid Crystals, Jacqueline Gamboa Varela^, Jose E. Nunez*

COURI Symposium Abstracts, Spring 2011

Ligands for the development of metallomesogens (metal-containing-liquid-crystals) have attracted attention due to potential applications in materials science such as optical devices, magnetic switches, and conductors. The attempts to synthesize bis(3-alkoxy) pyridine amines are presented. These structures are designed to exhibit liquid crystalline properties as metal complexes. Reaction conditions using potassium carbonate and potassium tert-butoxide as bases under Ullmann-type conditions in various solvents (aromatic and non-aromatic), between -78 ⁰C to 160 ⁰C, have been unsuccessful. It is imperative to understand the electronic effects of the meta-substituted pyridine precursors to further develop the copper-catalyzed conditions of these types of molecules.

Bis( N, N-Dipheny-3-Pyridineamine) Tungsten Complex As Molecular Gyroscope, Verenice Ramirez^, Jose E. Nunez*

COURI Symposium Abstracts, Spring 2011

In recent years, the interest in molecular machines has increased based on inspiration from macroscopic machines, such as gyroscopes applied in racecar engines and arrays of gyroscopes in automatic pilot functions. The same concept has been taken down to the nanoscopic level as molecular machines in solution like bevel gears and turnstiles, but for application use they must be in the solid state. Gyroscope molecules can exhibit fast rotation and the aim is to design free rotation in the crystal lattice that maintains volume conserving motion. Bis(N,N-diphenyl-3-pyridinamine) tungsten complex was prepared by irradiation of tungsten hexacarbonyl in the presence of …

Polymorphs And Hydrates Of Acyclovir, Katie M. Lutker, Rosalynn Quiñones-Fernández, Jiadi Xu, Ayyalusamy Ramamoorthy, Adam J. Matzger

Chemistry Faculty Research

Acyclovir (ACV) has been commonly used as an antiviral for decades. Although the crystal structure of the commercial form, a 3:2 ACV/water solvate, has been known since 1980s, investigation into the structure of anhydrous ACV has been limited. Here, we report the characterization of four anhydrous forms of ACV and a new hydrate in addition to the known hydrate. Two of the anhydrous forms appear as small needles and are stable to air exposure, whereas the third form is morphologically similar but quickly absorbs water from the atmosphere and converts back to the commercial form. The high-temperature modification is achieved …

Synthesis Of Hydroxy- And Polyhydroxy-Substituted 1,3-Diaminocyclohexanes, Anobick Sar, Sergey V. Lindeman, William A. Donaldson

Chemistry Faculty Research and Publications

The synthesis of hydroxy-trans-1,3-diaminocyclo­hexanes based on nitroso-Diels-Alder cycloaddition of (cyclohexadienyl)phthalimide is reported.