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<p> 1</p><p>CURRICULUM VITA BRUCE ALAN HATHAWAY</p><p>Colleges Attended</p><p>The University of Texas at Austin, 1972-1976, B. S. in Chemistry (with Honors)</p><p>Purdue University, 1976-1980, Ph. D. in Medicinal Chemistry. </p><p>Thesis Title: "A New Potent Rigid Analogue of Amphetamine: 2-amino-1,2- dihydronaphthalene (2-ADN).</p><p>Chronology of Professional Employment</p><p>1980-1982: Post-doctoral Research Associate, Pomona College (with Corwin Hansch)</p><p>1982-1988: Assistant Professor of Chemistry, Southeast Missouri State University</p><p>1988-1997: Associate Professor of Chemistry, Southeast Missouri State University</p><p>1997-Present: Professor of Chemistry, Southeast Missouri State University</p><p>List of Publications: (Undergraduate student co-authors are underlined)</p><p>31. B. A. Hathaway, U. J. Kilgore and M. R. Bond, “1,2-Diiodo-4,5-dimethylbenzene” Acta Cryst. 2009, E65, 1220.</p><p>30. B. A. Hathaway, U. J. Kilgore and M. R. Bond, “1-Ethyl 2,2-dimethyl 3-(1,3- benzodioxol-5-yl)propane-1,2,2-tricarboxylate.” Acta Cryst. 2008, C64, 456–458.</p><p>29. B. A. Hathaway, K. L. White and M. E. McGill, “Comparison of Iodination of Methoxylated Benzaldehydes and Related Compounds Using Iodine/Silver Nitrate and Iodine/Periodic Acid,” Synthetic Communications 2007, 37 (21), 3855-3860.</p><p>28. D. G. Grohmann and B. A. Hathaway, “3-[(Benzylsulfonyl)methyl]aniline hydrochloride” Molbank 2006, M503. (http://www.mdpi.org/molbank/molbank2006/m503.htm)</p><p>27. D. G. Grohmann and B. A. Hathaway, “3-[(Phenylsulfonyl)methyl]aniline hydrochloride” Molbank 2006, M502. (http://www.mdpi.org/molbank/molbank2006/m502.htm)</p><p>26. D. G. Grohmann and B. A. Hathaway, “1-Nitro-3-[(benzylsulfonyl)methyl]benzene” Molbank 2006, M501. (http://www.mdpi.org/molbank/molbank2006/m501.htm) 2</p><p>25. D. G. Grohmann and B. A. Hathaway, “1-Nitro-3-[(phenylsulfonyl)methyl]benzene” Molbank 2006, M500. (http://www.mdpi.org/molbank/molbank2006/m500.htm)</p><p>24. B. A. Hathaway, “Organic Chemistry, The Easy Way”, Barrons Educational Series, Inc., Hauppauge, NY, 2006.</p><p>23. B. A. Hathaway and C. L. Chittenden, “Reduction of 2- and 4-Alkylcyclohexanones with Sodium Borohydride in Alcohol Solvents: The Effect of the Solvent on the Stereochemistry of the Product.” Transactions of the Missouri Academy of Science 2001, 35, 13-15. </p><p>22. B. A. Hathaway and M. M. Triefenbach , “4-(Benzylsulfonyl)Acetophenone.” Molecules 2001, 6, M245. (http://www.mdpi.org/molbank/m0245.htm)</p><p>21. B. A. Hathaway and M. M. Triefenbach, “4-(Benzylthio)Acetophenone.” Molecules 2001, 6, M244.(http://www.mdpi.org/molbank/m0244.htm)</p><p>20. B. A. Hathaway and S. W. Blanner, "1-(4-nitrophenyl)-1-octyne" Molecules 2000, 5, M171. (http://www.mdpi.org/molbank/m0171.htm).</p><p>19. B. A. Hathaway and R. A. Mueller, "4,5-Dihydro-3-(4-chlorophenyl)-5- decylisoxazole" Molecules 1999, 4, M124. (http://www.mdpi.org/molbank/m0124.htm).</p><p>18. B. A. Hathaway, F. G. Peltan, R. A. Mueller, and R. M. Redfearn, "3a, 4, 5, 6, 7, 8, 9, 9a-Octahydro-3-(4-chlorophenyl)cyclooct[d]isoxazole", Molecules 1999, 4, M123. (http://www.mdpi.org/molbank/m0123.htm).</p><p>17. B. A. Hathaway and R. A. Mueller, "3a, 4, 5, 6, 7, 8, 8a-Heptahydro-3-(4- chlorophenyl)cyclohept[d]isoxazole" Molecules 1999, 4, M122. (http://www.mdpi.org/molbank/m0122.htm).</p><p>16. B. A. Hathaway and R. A. Mueller, "3a, 4, 5, 6, 7, 8, 9, 10, 11, 12,13,13a- Dodecahydro-3-(4-chlorophenyl)cyclododeca[d]isoxazole" Molecules 1999, 4, M121. (http://www.mdpi.org/molbank/m0121.htm).</p><p>15. M. Lewis, C. L. Barnes, B. A. Hathaway, and R. Glaser, “4-Methoxybenzaldehyde- (pentafluoromethylidene)hydrazone”, Acta Cryst. 1999, C55, 975 - 978. </p><p>14. B. A. Hathaway, G. Day, M. Lewis, and R. Glaser, "Synthesis, Structure, Electrostatic Properties and Spectroscopy of 3-Methyl-4,5,6,7-tetrafluoro-1H-Indazole, J. Chem. Soc, Perkin Trans. 2 1998, 2713-2720.</p><p>13. B. A. Hathaway, B. E. Taylor, and J. S. Wittenborn, "Selective Preparation of 4- (Bromo or Iodo)-2,5-Dimethoxybenzonitrile and 2-(Bromo or Iodo)-3,6- Dimethoxybenzonitrile From 2,5-Dimethoxybenzaldehyde", Synthetic Communications 1998, 28(24), 4629-4637. 3</p><p>12. B. A. Hathaway, "N-(5-Phenyl-2,4-pentadiynyl)-1,2,3,4-tetrahydro-carbazole", Molecules 1998, 3, M75. (http://www.mdpi.org/molbank/m0075.htm).</p><p>11. B. A. Hathaway, "Reduction of 2,6-Dimethylcyclohexanone with Sodium Borohydride Revisited.", J. Chem. Educ. 1998, 75(12), 1623-4.</p><p>10. B. A. Hathaway and A. M. Scates, "Preparation and Solution Polymerization of Diacetylenes." J. Chem. Educ., 1997, 74, 111.</p><p>9. B. A. Hathaway and B. Olesen, "Determining Hammett Sigma and Rho Values: Improvements on a Published Student Experiment." J. Chem. Educ., 1993, 70, 953-5.</p><p>8. B. A. Hathaway, "An Investigation into the Mechanism of the Ritter Reaction." J. Chem. Educ., 1989, 66, 776.</p><p>7. B. A. Hathaway, "An Aldol Condensation Experiment Using a Number of Aldehydes and Ketones." J. Chem. Educ., 1987, 64, 367-368.</p><p>6. B.A. Hathaway, Z. Guo, C. Hansch, T.J. Delcamp, S.S. Susten, and J.H. Freisheim, "Inhibition of Human Dihydrofolate Reductase by 4,6-Diamino-1,2-dihydro-2,2-dimethyl- 1-(substituted-phenyl)-s-triazines. A Quantitative Structure-Activity Relationship Analysis." J. Med. Chem., 1984, 27, 144-149.</p><p>5. C. Hansch, B.A. Hathaway, Z. Guo, C.D. Selassie, S.W. Dietrich, J.M. Blaney, R. Langridge, K.W. Volz, and B.T. Kaufman, "Crystallography, QSAR, and Molecular Graphics in a Comparative Analysis of the Inhibition of Dihydrofolate Reductase fron Chicken Liver and L. casei by 4,6-Diamino-1,2-dihydro-2,2-dimethyl-1-(x-phenyl)- s-triazines." J. Med. Chem., 1984, 27, 129-143.</p><p>4. B.A. Hathaway, D.E. Nichols, M.B. Nichols, and G.K.W. Yim, "A New, Potent, Conformationally-Restricted Analogue of Amphetamine: 2-Amino-1,2- dihydronaphthalene." J. Med. Chem., 1982, 25, 535-538.</p><p>3. P.J. Kothari, B.A. Hathaway, D.E. Nichols, and G.K.W. Yim, "Synthesis and Seotonin- like Activity of 2-Amino-5,8-dimethoxy-6-methyl-1,2-dihydronaphthalene." J. Med. Chem., 1981, 24, 882-884.</p><p>2. G.P. Miggliaccio, T.L.N. Shieh, S.R. Byrn, B.A. Hathaway, and D.E. Nichols, "Comparison of Solution Conformational Preferences for the Hallucinogens Bufotenin and Psilocin Using 360-MHz Proton NMR Spectroscopy." J. Med. Chem., 1981, 24, 206-209.</p><p>1. D.E. Nichols, R. Woodard, B.A. Hathaway, M.T. Lowy and G.K.W. Yim, "Resolution and Absolute configuration of trans-2-(2,5-Dimethoxy-4-methylphenyl)cyclopropylamine, a Potent Hallucinogen Analog." J. Med. Chem., 1979, 22, 458-460. 4</p><p>Papers Presented at Professional Meetings: (Undergraduate student co-authors are underlined; Presenters are stared)</p><p>41. Bruce A. Hathaway, “Oxidation of Benzaldehydes to Benzoate Esters as a Student Discovery Laboratory.” 20th Biennial Conference in Chemical Education, Bloomington, IN, July 27, 2008.</p><p>40. Bruce A. Hathaway, “Synthesis and Evaluation of Substituted 1,6-Dihydro-1,3,5- triazine-2,4-diamines as Potential Antimicrobial Compounds.” Invited presentation at Copperbelt University, Kitwe, Zambia, June 9, 2008.</p><p>39. Bruce A. Hathaway*, Kristen L. Gilbert and Mark E. McGill, “Comparison of Iodination of Methoxylated Benzaldehydes and Related Compounds Using Iodine/Silver Nitrate and Iodine/Periodic Acid.“ 42nd Midwest Regional Meeting of the American Chemical Society, Kansas City, MO, November 8, 2007.</p><p>38. Daniel Grohmann*, Bruce Hathaway, Marcus Cuff, and James Champine, “Synthesis of 4,6-Diamino-1,2-dihydro-2,2-dimethyl-1-[3- or 4-(substituted-thio)phenyl]- s-triazines. Inhibition of the Growth of Lactobacillus rhamnosus ATCC 7469 by the Synthesized Triazines.” Organic Chemistry Day, Columbia MO, April 29, 2006.</p><p>37. Mark McGill* and Bruce Hathaway, “Design and Synthesis of a Variety of 3- Alkylanilines: Multiple and Varied Approaches for Intermediates for Potential Antibacterial Compounds.” Organic Chemistry Day, Columbia MO, April 29, 2006.</p><p>36. Bruce A. Hathaway*, James E. Champine, Carlos Casteñeda, and Andrea Van Weelden, “Synthesis of 1-(4-Chlorophenyl)-6-alkyl-1,6-dihydro-1,3,5-triazine-2,4- diamines as Potential Antimicrobial Compounds.” 61st Southwest and 57th Southeast Joint Regional Meeting of the American Chemical Society, Memphis, TN, Nov. 3, 2005.</p><p>35. Andrea van Weelden*, Carlos Casteneda, Bruce A. Hathaway, and James E. Champine, “Bioassay of Cycloguanil Derivatives for Potential Anti-tumor and Antimicrobial Activities: An Interdisciplinary Project.” Joint ASM Branch Annual Meeting & Midwest Nicrobiology Educators Conference, St. Louis, MO, April 9, 2005.</p><p>34. Kristen L. Gilbert* and Bruce A. Hathaway, “Iodination of Mono- and Disubstituted Benzaldehydes.” Organic Chemistry Day, Columbia, MO, April 26, 2003.</p><p>33. Kristen L. Gilbert*, Mary M. Triefenbach and Bruce A. Hathaway, “Synthesis of Symmetrical and Asymmetrical Azines.” Organic Chemistry Day, Columbia, MO, April 27, 2002.</p><p>32. Bruce A. Hathaway*, Kristen L. Gilbert, and Mary M. Triefenbach, “Preparations Of 5-Substituted-1-indanones And 5-Substituted-1-indanone Azines.”, 36th Midwest Regional Meeting of the American Chemical Society, Lincoln, NE, October 10-13, 2001. 5</p><p>31. Mary M. Triefenbach*, Bruce A. Hathaway, Scott D. Kirkley, Charles S. Updike, and Rachel M. Phillips, “Preparations Of 5-Haloindanones And 5-Haloindanone Azines.”, 35th Midwest Regional Meeting of the American Chemical Society, St. Louis, MO, October 25-27, 2000. </p><p>30. Jennifer L. Abner*, Bruce A. Hathaway and William A. Gilbert, Efforts To Improve On A Literature Synthesis Of The Solvatochromatic Dye, Betaine-30”, 35th Midwest Regional meeting of the American Chemical Society, St. Louis, MO, October 25-27, 2000.</p><p>29. Bruce A. Hathaway, “Fun, Foibles, and Follies In Collaborative Research”, ACS Southern Illinois Local Section Meeting, Cape Girardeau, MO, Feb. 7, 2000.</p><p>28. B. A. Hathaway*, F. G. Peltan, R. A. Mueller, and R. M. Redfearn, " Reactions of 4- Chlorobenzonitrile Oxide With Alkenes and Alkynes: Extensions on a Published Student Experiment" American Chemical Society 34rd Annual Midwest Regional Meeting, Quincy, IL, Oct. 31, 1999.</p><p>27. Bruce A. Hathaway, “Nitrations of Alkyl- and Halobenzenes: Two Experiments Which Help Students Recognize Size, Shape, and Electronic Effects in Electrophilic Aromatic Substitution Reactions.” Missouri Academy of Science Annual Meeting, Cape Girardeau, MO, April 17, 1999. </p><p>26. B. A. Hathaway*, and C. L. Chittenden, " Reduction of 2- and 4-Substituted Cyclohexanones with Sodium Borohydride in Alcohol Solvents: The Discovery of a Solvent Effect." American Chemical Society 33rd Annual Midwest Regional Meeting, Wichita, Kansas, Nov. 5, 1998.</p><p>25. Bruce A. Hathaway, Graeme Day, Michael Lewis, and Rainer Glaser, "3-Methyl- 4,5,6,7-tetrafluoro-1H-indazole: Synthesis,Structure, Spectroscopy and ab Initio Computational Study." Article 76, "Electronic Conference on Heterocyclic Chemistry '98", H. S.Rzepa and O. Kappe, (Eds), Imperial College Press, 1998, ISBN 981-02- 3594-1 See also http://www.ch.ic.ac.uk/ectoc/echet98/</p><p>24. B. A. Hathaway*, A. M. Scates, and M. S. Paley, "Preparation And Non-Linear Optical Properties Of Diacetylenes." American Chemical Society 32nd Annual Midwest Regional Meeting, Tan-Tar-A, MO, October 30, 1997.</p><p>23. B. E. Taylor* and B. A. Hathaway, "Preparation Of Nitrile-Containing Diacetylenes To Be Reacted With Organometallic Complexes." American Chemical Society 32nd Annual Midwest Regional Meeting, Tan-Tar-A, MO, October 30, 1997.</p><p>22. J. S. Wittenborn* and B. A. Hathaway, "Preparations Of Substituted-2-Amino-1,2- Dihydronaphthalenes (2-ADN's) As Potential Dopamine And Serotonin Agonists." American Chemical Society 32nd Annual Midwest Regional Meeting, Tan-Tar-A, MO, 6</p><p>October 30, 1997.</p><p>21. B. A. Hathaway*, "Variations on the Aldol Condensation in the Organic Chemistry Laboratory", 30th American Chemical Society Great Lakes Regional Meeting, Chicago, IL, May 30, 1997.</p><p>20. B. A. Hathaway*, "Preparation of Diacetylenes as an Undergraduate Organic Laboratory Experiment." 29th American Chemical Society Great Lakes Regional Meeting, Normal, IL, May 21, 1996.</p><p>19. P. W. Zimmerman, Jr.* and B. A. Hathaway, "Preparation Of Diacetylenes For Non- Linear Optical Applications." 29th American Chemical Society Great Lakes Regional Meeting, Normal, IL, May 21, 1996.</p><p>18. J. B. Josephsen* and B. A. Hathaway, "Preparations of N-substituted-2-Amino-1,2- Dihydronaphthalenes (2-ADN's) as Potential Stimulants and Analgesics." 29th American Chemical Society Great Lakes Regional Meeting, Normal, IL, May 21, 1996. </p><p>17. B.A. Hathaway*, A.M. Scates, M.S. Paley and D.O. Frazier, "Preparation of Diacetylenes for NLO Applications." Sixth Annual JOVE Retreat, Monterey, CA, July 6, 1995.</p><p>16. J. B. Josephsen* and B. A. Hathaway, "Preparations of N-substituted-2-Amino-1,2- Dihydronaphthalenes (2-ADN's) as Potential Stimulants and Analgesics." Organic Chemistry Day, University of Missouri-Columbia, April 22, 1995.</p><p>15. B. A. Hathaway* and A. M. Scates, "Preparation Of Diacetylenes For Non-Linear Optical Applications." Organic Chemistry Day, University of Missouri-Columbia, April 22, 1995. </p><p>14. B.A. Hathaway* and K. Reed, "Dehydration Of 1-Benzylcycloalkanols: A Reinvestigation." American Chemical Society 29th Annual Midwest Regional Meeting, Kansas City, MO, November 3, 1994.</p><p>13. B.A. Hathaway, J.R. Mabery, A.M. Scates*, M.S. Paley and D.O. Frazier, "Preparation Of Diacetylenes For Non-Linear Optical Applications." American Chemical Society 29th Annual Midwest Regional Meeting, Kansas City, MO, November 3, 1994.</p><p>12. B.A. Hathaway*, J.R. Mabery, J. Carrigan, A.M. Scates, M.S. Paley and D.O. Frazier, "Preparation of Diacetylenes for NLO Applications." Fifth Annual JOVE Retreat, Kennedy Space Center, FL, July 7, 1994.</p><p>11. B.A. Hathaway* and K. Reed, "Dehydrations and Ritter Reactions of 1- Benzylcyclohexanol and Cyclohexylphenylcarbinol: Is There a Common Carbocation Intermediate?" Missouri Academy of Science 1993 Annual Meeting, Kansas City, MO, April 24, 1993. 7</p><p>10. B.A. Hathaway* and B. Olesen, "Improvements on a Published Student Experiment for Determining Hammett Sigma and Rho Values." 204th American Chemical Society National Meeting, Washington DC, August 23, 1992.</p><p>9. B.A. Hathaway, "Paper Chromatograghy for Fun and Profit." Tenth Annual SEMO Science & Technology Symposium, October 14, 1989.</p><p>8. B.A. Hathaway, "Using the Ritter Reaction to Illustrate Determination of a Reaction Mechanism." Missouri Academy of Science 1989 Annual Meeting, Joplin, Missouri, April 29, 1989.</p><p>7. M. McFadden*, S. Overmann, & B.A. Hathaway, "Effects of 2-aminoindanes on Motor Coordination in Mice." Missouri Academy of Science 1988 Annual Meeting, Kirksville, MO, April 29, 1988.</p><p>6. B.A. Hathaway, "The Preparation of 5-alkyl-2-aminoindanes as Potential Analgesics." 8th Annual SEMO Science and Technology Symposium, October 24, 1987.</p><p>5. B.A. Hathaway*, S.R. Overmann, A.W. Thurston, and R.P. Tolan, "Preparation of 5- Alkyl-2-aminoindanes as Potential Stimulants and Analgesics." Missouri Academy of Science 1987 Annual Meeting, Columbia, Missouri, April 25, 1987.</p><p>4. S.R. Overmann*, B.A. Hathaway, A.W. Thurston, and R.P. Tolan, "Neuropharmacology of 2-Aminoindanes." Missouri Academy of Science 1987 Annual Meeting, Columbia, Missouri, April 25, 1987.</p><p>3. B.A. Hathaway* and S.R. Overmann*, "Preparation and Neuropharmacology of 5- substituted-2-aminoindanes." Southeast Missouri Club of Sigma Xi, May 7, 1987.</p><p>2. B.A. Hathaway, "The Design of Compounds to Relieve Pain." 7th Annual SEMO Science Symposium, October 25, 1986.</p><p>1. B.A. Hathaway, "Drug Design and Drug Development, an Overview." 5th Annual SEMO Science Symposium, April 23, 1983.</p><p>Recent Awards</p><p>2003: Received Post-Professorial Merit 2003: Greek Week Professor of the Year 2001-2: College of Science and Mathematics Research Award 1999: Outstanding Faculty Service Award</p><p>External Grants Received 8</p><p>6. Bruce Hathaway, "Preparation of Conformationally-Restricted and Fluorinated Azines as Nonlinear Optical Materials.", American Chemical Society - Petroleum Research Fund, 2-1-2000 to 8-31-2003, $30,000.</p><p>5. Bruce Hathaway, "JOVE Augmentation Grant", NASA, 1-30-97 to 5-31-98, $18,500.</p><p>4. Bruce Hathaway, Jin Gong, and Mohammed Ali, "Improving Undergraduate Instruction and Research with Multinuclear Fourier-Transform NMR", National Science Foundation, 7-1-96 to 6-30-98, $89,997. </p><p>3. David Probst, Bruce Hathaway, Jin Gong, Gary Cwick, and J. O. Snowden, "A NASA/University Joint Venture in Space Research (JOVE), A New Proposal", NASA, Fall 1993-Summer 1996, $115,251. </p><p>2. A. Gotch, D. Ritter, and B. Hathaway, "Autodesk Education Grant Proposal for Hyperchem", Autodesk Educational Grant Program, Spring 1993, $3,500.</p><p>1. R.C. Briner, B.A. Hathaway, B. Olesen, & R.E. Popham, "Fourier-Transform Infra- Red Spectrometer", Missouri Department of Public Safety, Summer 1988, $67,500.</p><p>Internal Grants Received</p><p>7. Bruce Hathaway, “Preparation Of Substituted Phenyltriazines as Potential Antimicrobial Drugs”, Southeast Missouri State University Grants and Research Funding Committee, May 2005-Dec. 2006, $3,733.</p><p>6. Bruce Hathaway and Bjorn Olesen, “Preparation of Substituted Benzylpyrimidines and Potential Antimicrobial Drugs.”, Southeast Missouri State University Grants and Research Funding Committee, May 2001-Dec. 2002, $3,677.</p><p>5. Bruce Hathaway, "Preparation of 2-Amino-1,2-dihydronaphthalenes as Analgesics and Stimulants," Southeast Missouri State University Grants and Research Funding Committee, 7-1-95 to 1-15-98, $2,658.</p><p>4. B.A. Hathaway "Preparation and Dehydration of Selected Cyclic Alcohols." Southeast Missouri State University Grants and Research Funding Committee, Spring 1993, $1,576 </p><p>3. B.A. Hathaway, "Preparation of Potential Analgesics", Southeast Missouri State University Grants and Research Funding Committee, 1989-1991, $1,288.</p><p>2. B.A. Hathaway and S.R. Overmann, "Pharmacological Evaluation of 2-Aminoindanes as Potential Analgesics", Southeast Missouri State University Grants and Research Funding Committee, 1986-7, $2,512. 9</p><p>1. B.A. Hathaway, "2-Aminoindanes as Potential Analgesics", Southeast Missouri State University Grants and Research Funding Committee, 1985-6, $1,254.</p>
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