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Areas of Interest and Undergraduate Research Opportunities. Donald E. Mencer (mencer@wilkes.edu) Department of Chemistry, Wilkes University, 84 W. South Street, Wilkes-Barre, PA 18766 Junior Seminar Presentation 19 February 2010. Three general types of projects.

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Areas of Interest and Undergraduate Research Opportunities

Donald E. Mencer (mencer@wilkes.edu)Department of Chemistry, Wilkes University,

84 W. South Street, Wilkes-Barre, PA 18766

Junior Seminar Presentation

19 February 2010


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Three general types of projects

  • Linked to a course (usually this has been in CHM343 laboratory)

  • Projects generated largely due to an interest area of a student

  • Research loosely related to my interests

    • instrumental applications to investigate chemical systems

    • materials synthesis and characterization

    • noncovalent chemical interactions

Junior Seminar


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Proton NMR – Quantitative Analysis

Beefeater Gin

K.Rublein, First Annual NMR Conference, 17 September 2005, Bucknell Univ., Lewisburg, PA

and MARM2005, May 22-25, 2007, Rutgers University, Piscataway/New Brunswick, NJ.

Junior Seminar



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1H NMR – Qualitative Analysis

Ibuprofen, C13H18O2

10 magnetically unique C

8 magnetically unique H

Steve P. Lee, 230th National Meeting of the ACS, Washington, D.C. August 28-Sept. 1, 2005

Junior Seminar


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1H NMR – Qualitative Analysis

Ibuprofen in CDCl3

Sum of normalized 1H integrals = 18.08

Junior Seminar


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13C NMR – Qualitative Analysis

Ibuprofen in CDCl3

Solvent peaks

Junior Seminar


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Polarization Transfer Methods in NMR

DEPT for Ibuprofen

q = 135°

q = 90°

q = 45°

Junior Seminar



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Isolation of piperine from black pepper (and more . . . Natalie Harvey)

Piperine 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine

  • two double bonds = four isomers:

    • 2E, 4E

    • 2E, 4Z

    • 2Z, 4E

    • 2Z, 2Z

William W. Epstein, David F. Netz, and Jimmy L. Seide1 J Chem Ed., 70 (7) 1993 598-599

Junior Seminar


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Isolation of Piperine from black pepper Natalie Harvey)

Three major peaks (and one minor*) are

isomers of piperine.

*

Library mass spectrum of piperine

Junior Seminar


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Extraction, Derivatization, and Gas Chromatography/Mass Spectra of Antineoplastics (David Willingham)

Junior Seminar


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Extraction, Derivatization, and Gas Chromatography/Mass Spectra of Antineoplastics (David Willingham)

Junior Seminar


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Sample Spectra of Antineoplastics (David Willingham)

Area Count

0.1 mL Concentration (ppm)

50 mL Concentration (ppb)

Corrected Concentration (ppb)

40 ppb Anthracene standard solution

648,696

16.39

32.80

40.29

Old English 40 ppb spiked sample

2,208,923

31.92

63.84

78.42

Miller Lite

613,499

16.05

32.10

39.43

Yuengling Porter

1,550,230

25.37

50.73

62.32

Old English

960,022

19.50

38.99

47.90

Trace Analysis of Pesticides in Malt Beverages by Capillary Gas Chromatography with Mass Spectrometry (Paul Sarnoski)

Calibration curve: anthracene in malt beverages

Junior Seminar


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Sample Spectra of Antineoplastics (David Willingham)

Sample

Area Count

Area Count

0.1 mL Concentration (ppm)

0.1 mL Concentration (ppm)

50 mL Concentration (ppb)

50 mL Concentration (ppb)

Corrected Concentration (ppb)

Corrected Concentration (ppb)

40 ppb Anthracene standard solution

40 ppb Anthracene standard solution

648,696

648,696

16.39

16.39

32.80

32.80

40.29

40.29

Old English 40 ppb spiked sample

Old English 40 ppb spiked sample

2,208,923

2,208,923

31.92

31.92

63.84

63.84

78.42

78.42

Miller Lite

Miller Lite

613,499

613,499

16.05

16.05

32.10

32.10

39.43

39.43

Yuengling Porter

Yuengling Porter

1,550,230

1,550,230

25.37

25.37

50.73

50.73

62.32

62.32

Old English

Old English

960,022

960,022

19.50

19.50

38.99

38.99

47.90

47.90

Trace Analysis of Pesticides in Malt Beverages by Capillary Gas Chromatography with Mass Spectrometry (Paul Sarnoski)

Junior Seminar


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Ionic Liquids – interesting solvent systems Spectra of Antineoplastics (David Willingham)

ethyl ammonium nitrate (EAN)

tributyl ammonium nitrate (TBAN)

propyl ammonium nitrate (PAN)

Junior Seminar


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Solvatochromatic dyes in ionic liquids Spectra of Antineoplastics (David Willingham)

  • Riechardt’s dye: 2,6-diphenyl-4(2,4,6-triphenyl-N-pyridino)-phenolate.

Junior Seminar


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Junior Seminar Spectra of Antineoplastics (David Willingham)


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E Spectra of Antineoplastics (David Willingham)T=hcNA / max

ET= 28591(kcal/mol) / max

Junior Seminar


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The Solubility Constants Sparingly Soluble Salts in Ionic Liquids (Faith Wydra)

Junior Seminar


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The Solubility Constants Sparingly Soluble Salts in ethyl ammonium nitrate (Faith Wydra)

Junior Seminar


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Other Projects . . . ammonium nitrate (Faith Wydra)

  • Materials research

    • (Tim Oswald, BriBertoni, and Dave Watkins) Electroless coating of various materials with various metals and alloys

    • (Amanda Derr) “Bio-Functional Nano-Coating”

    • KIZ Life Sciences Collaborative (2006-2007) - “Bio-Functional Nano-Coating”

    • KIZ Life Sciences Collaborative (2007-2008) - “Smart light weight flexible multilayer cable design & manufacturing”

  • Instrument projects

    • (Jacob Watt Groom) “Interfacing a GC using LabView” (Dr. Trujillo on-sight advisor)

Junior Seminar


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Other Projects . . . ammonium nitrate (Faith Wydra)

  • Research colleagues at Lamar University, Beaumont, TX

    • Matrix isolation studies of photochemical smog components

    • studies of electrocoagulation

    • copper oxidation investigations

    • and fuel cell catalysis work (more nanoclay work)

  • Sabbatical: biophysical peptide chemistry with the DeGrado group at UPenn

  • and more . . .

Junior Seminar


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NMR and FT-IR studies of polyol interactions in water (Shauna Anderson)

D-mannitol

sorbitol

Junior Seminar


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D-Mannitol (Shauna Anderson)

Junior Seminar


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D-Mannitol (Shauna Anderson)

Junior Seminar


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D-Mannitol (Shauna Anderson)

Junior Seminar


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Sorbitol (Shauna Anderson)

Junior Seminar


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Sorbitol (Shauna Anderson)

Junior Seminar


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Sorbitol (Shauna Anderson)

Junior Seminar


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Acknowledgements (Shauna Anderson)

Students from CHM 344 (now 343)

2005 –Mark Hunter, Ann Leotaud, Deana Mikhalkova, Tim Oswald, Renee Peters, and Todd Ronco

2006 – Thomas Dougal, Nicholas Durham, Christine Ervin, Justin Nace, Lauren Pantzar, Aniello Tambasco, David Watkins

2007 – Brynn Beaver, Adam Butler, Kenneth Green, Lauren Macri, Samantha Payne, Elise Serembus, Jerry Shovlin, James Thomas, Julie Wagner, Kate Willis, Faith Wydra

2008 – Amanda Derr, Justin Huff, Amanda Karaffa, Ross McGlynn, Melissa Mendolia, Naseem Mian, Michael Simko, Aaron Sulla, Kyle Ungvarsky, Jason Woloski, Michelle Zaleski

2009 – Natalie Harvey, Caela Bernecker, Troy Hinkley, Justin Spott, Heather Shoemaker, Veeraj Jadeja, Michael Pauley, Michael Simko, Casey Grow

Wilkes University

Lab space, supplies, instrumentation, and partial travel support

Junior Seminar


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Resources (Shauna Anderson)

  • B. Esselman and D.E. Mencer, in a chapter entitled “Inclusion of NMR in High School Chemistry – Two Approaches”, Modern Nuclear Magnetic Resonance in Undergraduate Education, editors D. Rovnyak, R.A. Stockland and S. P. Lee, (Oxford University Press, 2007) pp 77 – 90.

  • K.Rublein, First Annual NMR Conference, 17 September 2005, Bucknell Univ., Lewisburg, PA and MARM2005, May 22-25, 2007, Rutgers University, Piscataway/New Brunswick, NJ.

  • “Innovative Experiments Using Permanent Magnet NMR Spectrometers in HS and Undergraduate Courses” 230th National Meeting of the American Chemical Society (Fall 2005 Meeting), Washington, D.C. August 28-Sept. 1, 2005

    • D. E. Mencer – “Permanent magnet FT-NMR spectrometers: Versatile tools for undergraduate instruction and high school outreach”

    • S.P. Lee “Integration of FT-NMR spectroscopy in the organic chemistry curriculum at Roosevelt University”.

  • W.W. Epstein, D.F. Netz, and J.L. Seide1 J Chem Ed., 70 (7) 1993 598-599

  • D. Riccio, D.C. Wood, and J.M. Miller, J Chem Ed 85 (7) 2008 965-968

Junior Seminar


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Thank you and . . . . (Shauna Anderson)

Questions?

26 March 2009

Junior Seminar