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Development Of A Green Method For Amide Synthesis, Megan Ruth Darragh May 2011

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.


Characterization Of Esterase Activity From The Bacteria, Francisella Tularensis, The Causative Agent Of Tularemia, Leigh Anna Weston May 2011

Characterization Of Esterase Activity From The Bacteria, Francisella Tularensis, The Causative Agent Of Tularemia, Leigh Anna Weston

Undergraduate Honors Thesis Collection

Francisella tularensis is the bacteria responsible for causing the disease tularemia and is listed as one of the top three-biowarfare agents. Among the proteins essential to the virulence and infectivity of F.tularensis are multiple esterases, which are enzymes that break down various ester, thioester, and amide bonds. In this project, the catalytic activity, substrate speci fi city, and structure of a putative esterase from F.tularensis was studied. Latent fluorophores based on the molecule, fluorescein, were unmasked by the enzymatic activity of the esterase and the increase in fluorescence was measured over time to determine how well the e tcrase recognized …


Dihydropyran Formation By A Two Step Process, James Zachary Wright Apr 2010

Dihydropyran Formation By A Two Step Process, James Zachary Wright

Undergraduate Honors Thesis Collection

The 2, 6-disubstitued dihydropyran is produced by a two step process, involving a Suzuki Miyaura Cross Coupling reaction followed by anintramolecular ring closing Michael Addition reaction. In this project a vinyl boronic acid, 6-(2-phenylethenyl)-2-hydroxy-I,2-oxaborole, was coupled with cis-ethyl-iodo-acrylate to yield ethyI 2E, 4Z, 8E-9-phenyl-7-hydroxy-2, 4, 8-nonatrienoate, which is capable of undergoing an intramolecular Michael addition to form the dihydropyran. The geometry of the cis enolate and the conjugated double bonds of the coupled product are such that under basic conditions a Michael addition is feasible. Throughout the project, the reaction conditions for high yields of Suzuki product were determined. Dihydropyrans …


Solid Supported Synthesis Of Secondary Amines Via Staudinger And Microwave Aza-Wittig Reactions, Kyle Thomas Holsinger Jan 2010

Solid Supported Synthesis Of Secondary Amines Via Staudinger And Microwave Aza-Wittig Reactions, Kyle Thomas Holsinger

Undergraduate Honors Thesis Collection

Amine bond formation is a major topic in organic chemistry and is widely applied to the formation of medicinal compounds. Current studies have analyzed the benefits of microwave irradiation and solid supported reagents in order to improve reaction conditions and both synthetic and environmental costs. In the synthesis of amines, we investigate the combined use of microwave irradiation and solid supported reagents in the aza-Wittig and reductive amination reaction.


Investigating Ring Closing Metathesis Product Favorability By Varying The Alkyne Substituent On A Dienyne, Meagan E. Hinze May 2009

Investigating Ring Closing Metathesis Product Favorability By Varying The Alkyne Substituent On A Dienyne, Meagan E. Hinze

Undergraduate Honors Thesis Collection

Diene metathesis, which is also known as an olefin metathesis, has been very important for the development of synthetic strategies in organic chemistry since it's inception in the 1950s. The olefin metathesis reaction is when two alkenes exchange the carbons on their double bonds, thus producing two new carbon□arbon double bonds.


Solid Phase Amide Synthesis Using Staudinger-Vilarrasa Coupling And Microwave Irradiation, Ryan Patrick Schmidtz May 2009

Solid Phase Amide Synthesis Using Staudinger-Vilarrasa Coupling And Microwave Irradiation, Ryan Patrick Schmidtz

Undergraduate Honors Thesis Collection

Amide bond formation is an already well documented area of organic chemistry, and is very useful in its application in medicine and pharmaceuticals. However, current methods have not been investigated with regards to optimization of reaction times, solvents, and energy sources. In addition, current methods also utilize toxic solvents to cleave the peptide from the solid phase resin. In our study, we combine the Staudinger and Vilarrasa coupling reactions with microwave irradiation to develop and optimize the synthesis of amide bonds through the use of a solid support. Instead of attaching the peptide to the solid support, our amide bond …


Optimization Of A Polydimethylsiloxane Based Passive Sampler Of Common Household Volatile Organic Compounds, Jennifer Lynn Osborne May 2009

Optimization Of A Polydimethylsiloxane Based Passive Sampler Of Common Household Volatile Organic Compounds, Jennifer Lynn Osborne

Undergraduate Honors Thesis Collection

Dangerous volatile organic compounds, or VOCs, can accumulate as indoor air pollution within homes causing health problems in the habitants. In order to determine the concentration of VOCs in such areas a field-deployable sampler is necessary. The focus of this work has been to develop an inexpensive, reusable, sensitive fielddeployable passive sampler for monitoring VOCs in indoor air. We have devised a sampler that uses polydimethylsiloxane (PDMS), which is a common inexpensive, nonpolar adsorbent. The sampler is comprised of an aluminum bottle coated with the PDMS. In operation, the coated portion is exposed to the air to be sampled. The …


Liquid Carbon Dioxide Extraction Of Various Food Flavors: Evaluation And Analysis, Deven Lee Shinholt Apr 2009

Liquid Carbon Dioxide Extraction Of Various Food Flavors: Evaluation And Analysis, Deven Lee Shinholt

Undergraduate Honors Thesis Collection

Sub- and supercritical carbon dioxide has been utilized as an extraction solvent for a variety of natural compounds. This requires the use of specialized high-pressure vessels. It was reported recently that common laboratory apparatus (centrifuge tubes) could be utilized in liquid carbon dioxide extractions obviating the need for specialized equipment. Various herbs and spices (including orange, lemon, lime, and grapefruit zest, oregano, rosemary, sage, spearmint, nutmeg, black peppercorns, cloves, caraway seeds, and vanilla beans) were used as substrates for liquid carbon dioxide extractions by this straightforward technique. The extracted oils, containing terpenes and terpenoids, were then analyzed through GC/MS. Liquid …


A Comparison Of The Surface Adsorption Characteristics Of Reduced And Oxidized Cytochrome C On A Fused Silica Surface Via Attenuated Total Internal Reflection Spectroscopy, Casey M. Kraning Apr 2008

A Comparison Of The Surface Adsorption Characteristics Of Reduced And Oxidized Cytochrome C On A Fused Silica Surface Via Attenuated Total Internal Reflection Spectroscopy, Casey M. Kraning

Undergraduate Honors Thesis Collection

No abstract provided.


Adsorption Studies Of Cytochrome C On A Silica Nanoparticle Surface, Carrie Ann Hedge Jan 2008

Adsorption Studies Of Cytochrome C On A Silica Nanoparticle Surface, Carrie Ann Hedge

Undergraduate Honors Thesis Collection

This honors thesis investigated the conformational changes in cytochrome c when it is adsorbed to silica nanoparticle surfaces before denaturant as well as when it is exposed to denaturant and then allowed to adsorb to silica nanoparticles.


Synthesis Of Hydroxycyclopentenones Via Titanium Complexes, Joeseph David Frasca May 2007

Synthesis Of Hydroxycyclopentenones Via Titanium Complexes, Joeseph David Frasca

Undergraduate Honors Thesis Collection

The electronegativity difference in the titanium-carbon bond has provided a synthetic framework in the formation of a wide range of organic products. Hydroxycyclopentenones are examples of such products and can be synthesized through a titanacyclobutene intermediate via a one-pot procedure. The process involves the incorporation of carbon monoxide into the titanacyclobutene ring with a concomitant addition of an alkyl halide in the presence of samarium diiodide. The synthetic utility of this reaction was explored by varying the alkyl halide. The results of such explorations show a variable tolerance for particular alkyl groups. The details of this project will be discussed.


Nontraditional Synthesis Of Organometallic Compounds And Allylic Alcohols, Andrew J. Hesse Mar 2007

Nontraditional Synthesis Of Organometallic Compounds And Allylic Alcohols, Andrew J. Hesse

Undergraduate Honors Thesis Collection

One of the central dogmas of chemistry is the use of convection heating to increase rate and yields of reactions. However, other methods for the impartation of energy do exist. Microwave irradiation uses high power waves to directly excite molecule into higher energy states. This speeds up the kinetics of the reaction and thermodynamically favorable products are formed at a higher rate. This project successfully uses microwave irradiation to perform organometallic syntheses of iron based compounds such as ferrocene and iron diene tricarbonyls. Another alternative method involves using mechanical energy as a substitute for thermal energy. By rapidly colliding reactants …


Cyclopropane Fatty Acid Expression In Plants, Katherine M. Schmid Jan 1999

Cyclopropane Fatty Acid Expression In Plants, Katherine M. Schmid

Scholarship and Professional Work - LAS

Pants [sic] are transformed with a bacterial cyclopropane fatty acid synthase gene to produce lipids containing cyclopropane fatty acids. Using this technology dihydrosterculate is produced in oilseed crops such as rape.


Erratum: Determination Of Dissociation Energies And Thermal Functions Of Hydrogen Bond Formation Using High Resolution Ftir Spectroscopy [J. Chem. Phys. 8 7, 5674 (1987)], B. A. Wofford, M. E. Eliades, Shannon Lieb, J. W. Bevan Jan 1988

Erratum: Determination Of Dissociation Energies And Thermal Functions Of Hydrogen Bond Formation Using High Resolution Ftir Spectroscopy [J. Chem. Phys. 8 7, 5674 (1987)], B. A. Wofford, M. E. Eliades, Shannon Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

Erratum


The Spectroscopy And Molecular Dynamics Of The High Frequency Ν1 6 Intermolecular Vibrations In Hcn‐‐‐Hf And Dcn‐‐‐Df, B. A. Wofford, M. W. Jackson, Shannon Lieb, J. W. Bevan Jan 1988

The Spectroscopy And Molecular Dynamics Of The High Frequency Ν1 6 Intermolecular Vibrations In Hcn‐‐‐Hf And Dcn‐‐‐Df, B. A. Wofford, M. W. Jackson, Shannon Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

Gas phase rovibrational analysis of the high frequency intermolecular hydrogen bonded bending overtone 2ν0 60=1132.4783(2) cm 1] in HCN‐‐‐HF and its corresponding perdeuterated fundamental ν1 60=409.1660(2) cm 1] are reported. Evaluated rovibrational parameters provide the basis for quantitative modeling of the molecular dynamics associated with this vibration. A quantum mechanical calculation permits determination of the quadratic and quartic force constants K 6 6=537(17) and K 6 6 6 6=4.98(12) cm 1 which in turn are used to estimate the pertinent cubic band stretching interaction constants …


Molecular Dynamics In Hydrogen‐Bonded Interactions: A Preliminary Experimentally Determined Harmonic Stretching Force Field For Hcn‐‐‐Hf, B. A. Wofford, Shannon Lieb, J. W. Bevan Jan 1987

Molecular Dynamics In Hydrogen‐Bonded Interactions: A Preliminary Experimentally Determined Harmonic Stretching Force Field For Hcn‐‐‐Hf, B. A. Wofford, Shannon Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

Observation of the 2ν1 overtone band in the hydrogen‐bonded complex HCN‐‐‐HF permits evaluation of the anharmonicity constant X 1 1=−116.9(1) cm 1 and determination of the anharmonicity corrected fundamental frequency ω1. This information, and available data from previous rovibrational analyses in the common and perdeuterated isotopic species of HCN‐‐‐HF, offer an opportunity for calculation of an approximate stretching harmonic force field. With the assumptions f 1 2=f 2 4=0.0, the remaining force constants (in mdyn/Å) are evaluated as: f 1 1=8.600(20), f 2 2=6.228(9), f 3 3=19.115(40), f 4 …


Determination Of Dissociation Energies And Thermal Functions Of Hydrogen‐Bond Formation Using High Resolution Ftir Spectroscopy, B. A. Wofford, M. E. Eliades, Shannon Lieb, J. W. Bevan Jan 1987

Determination Of Dissociation Energies And Thermal Functions Of Hydrogen‐Bond Formation Using High Resolution Ftir Spectroscopy, B. A. Wofford, M. E. Eliades, Shannon Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

A technique which employs high resolution Fourier transform infrared spectroscopy is demonstrated for evaluation of hydrogen bonddissociation energiesD 0 and D e . Results for HCN‐‐HF give a D 0=20.77(22) and D e =28.77(45) kJ/mol which are compared with previously determined values obtained from microwave absolute intensity measurements and a b i n i t i o molecular orbital calculations. Rovibrational band information available for HCN‐‐HF also permits evaluation of thermal functions of dimer formation in kJ/mol: ΔU 298.2 =20.1(2), ΔH 298.2 =22.6(2), ΔG 298.2 =59.4(2), ΔS 298.2 =−0.1235.


Vibrational Predissociation In Linear Hydrogen-Bonded Complexes, Shannon Lieb, J. W. Bevan Jan 1985

Vibrational Predissociation In Linear Hydrogen-Bonded Complexes, Shannon Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

Dr. Shannon Lieb's contribution to Volume 95 of the Proceedings of the Indiana Academy of Science.


A Scc Mo Calculation On The Tetracyanoethylene-Benzene Complex, Joe Kirsch, Shannon Lieb, Mark Cisneros Jan 1984

A Scc Mo Calculation On The Tetracyanoethylene-Benzene Complex, Joe Kirsch, Shannon Lieb, Mark Cisneros

Scholarship and Professional Work - LAS

Dr. Shannon Lieb's contribution to Volume 94 of the Proceedings of the Indiana Academy of Science.


Preliminary Rovibrational Analysis Of The Nν6+Ν1−Nν6 Vibration In Hcn⋅⋅⋅Hf, E. Kyrö, K. Mcmillan, M. Eliades, D. Danzeiser, P. Shoja-Chaghervand, Shannon Lieb, J. W. Bevan Jan 1983

Preliminary Rovibrational Analysis Of The Nν6+Ν1−Nν6 Vibration In Hcn⋅⋅⋅Hf, E. Kyrö, K. Mcmillan, M. Eliades, D. Danzeiser, P. Shoja-Chaghervand, Shannon Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

A preliminary rotation‐vibration analysis of the n=0 and n=1 subbands associated with the nν61nν6 hydrogen‐bonded vibration in HCN⋅⋅⋅HF has been completed. The following excited staterotational constantsB′ and band origin frequencies ν0 have been determined for the complex. The results are consistent with a rotation‐vibration interaction constant α1=−68.3±1 MHz which correlates with an excited stater(N⋅⋅⋅F) internuclear distance of 2.762 Å, a decrease of 0.034 Å relative to the ground state.Excited state lifetimes associated with assigned transitions are demonstrated to be …


High‐Resolution Ν1 Spectrum Of Propyne: Application Of A Microcomputer‐Controlled Infrared‐Acoustic Color Center Laser Spectrometer, E. Kyrö, Shannon Lieb, J. W. Bevan Jan 1982

High‐Resolution Ν1 Spectrum Of Propyne: Application Of A Microcomputer‐Controlled Infrared‐Acoustic Color Center Laser Spectrometer, E. Kyrö, Shannon Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

Development of a microcomputer‐controlled infrared‐acoustic color center laserspectrometer capable of scanning in 100 cm−1 sections over the wavelength range 2.2–3.3 μm with a resolution of 0.01 cm−1 (300 MHz) is reported. Application of the spectrometer to investigation of the ν1spectrum of propyne is demonstrated.


Travelling-Wave Sub-Doppler Excited Molecule Energy Transfer Spectroscopy, Khalid Iqbal, Shannon G. Lieb, J. W. Bevan Jan 1982

Travelling-Wave Sub-Doppler Excited Molecule Energy Transfer Spectroscopy, Khalid Iqbal, Shannon G. Lieb, J. W. Bevan

Scholarship and Professional Work - LAS

A general formulation of traveling‐wave sub‐Doppler excited molecule energy transferspectroscopy is presented. The line profile analysis is applied to that determined experimentally for the R(22) ν3 HCN transition. Pn the noise equivalent power of the detector is demonstrated to be ⩽10−12 W. Finally, the technique is applied to resolve the KsR(7) ν1 transition head in NH3.


The Alcohols, Charles E. Baker Jan 1894

The Alcohols, Charles E. Baker

Manuscript Thesis Collection

A study of Alcohols and the human body's reactions to them.