1,163
Views
0
CrossRef citations to date
0
Altmetric
LETTER

Development and implementation of a case study assessment using biobased 5-hydroxymethylfurfural to teach redox reactions in undergraduate organic courses

&
Article: 2175624 | Received 09 Dec 2022, Accepted 29 Jan 2023, Published online: 14 Feb 2023

References

  • Grieger, K.D.; Hill, B.; Leontyev, A. Exploring Curriculum Adoption of Green and Sustainable Chemistry in Undergraduate Organic Chemistry Courses: Results from a National Survey in the United States. Green Chem. 2022, 24, 8770–8782.
  • Mackellar, J.J.; Constable, D.J.C.; Kirchhoff, M.M.; Hutchison, J.E.; Beckman, E. Toward a Green and Sustainable Chemistry Education Road Map. J. Chem. Educ. 2020, 97 (8), 2104–2113.
  • Kennedy, S.A.; Chapman, R.M. Green Chemistry as the Inspiration for Impactful and Inclusive Teaching Strategies. In Integrating Green and Sustainable Chemistry Principles into Education; Dicks, A.P., Bastin, L.D., Eds.; Elsevier: Cambridge, MA, 2019; pp 1–30.
  • Raker, J.; Holme, T.; Murphy, K. The ACS Exams Institute Undergraduate Chemistry Anchoring Concepts Content Map II: Organic Chemistry. J. Chem. Educ. 2013, 90 (11), 1443–1445.
  • Brandriet, A.R.; Bretz, S.L. Measuring Meta-Ignorance Through the Lens of Confidence: Examining Students' Redox Misconceptions About Oxidation Numbers, Charge, and Electron Transfer. Chem. Educ. Res. Pract. 2014, 15 (4), 729–746.
  • Hibbard, L. Case Studies for General Chemistry: Teaching with a Newsworthy Story. J. Chem. Educ. 2019, 96 (11), 2528–2531.
  • Bernardi, F.M.; Pazinato, M.S. The Case Study Method in Chemistry Teaching: A Systematic Review. J. Chem. Educ. 2022, 99 (3), 1211–1219.
  • Schaber, P.M.; Larkin, J.E.; Pines, H.A.; Berchou, K.; Wierchowski, E.; Marconi, A.; Suriani, A. Supercritical Fluid Extraction versus Traditional Solvent Extraction of Caffeine from Tea Leaves: A Laboratory-Based Case Study for an Organic Chemistry Course. J. Chem. Educ. 2012, 89 (10), 1327–1330.
  • Saloranta, T.; Lönnqvist, J.E.; Eklund, P.C. Transforming Undergraduate Students into Junior Researchers: Oxidation-Reduction Sequence as a Problem-Based Case Study. J. Chem. Educ. 2016, 93 (5), 841–846.
  • Hodges, L.C. From Problem-Based Learning to Interrupted Lecture: Using Case-Based Teaching in Different Class Formats. Biochem. Mol. Biol. Educ. 2005, 33 (2), 101–104.
  • Bennett, N.; Cornely, K. Thalidomide Makes a Comeback: A Case Discussion Exercise That Integrates Biochemistry and Organic Chemistry. J. Chem. Educ. 2001, 78 (6), 759–761.
  • Bozell, J.J.; Petersen, G.R. Technology Development for the Production of Biobased Products from Biorefinery Carbohydrates—The US Department of Energy’s “Top 10” Revisited. Green Chem. 2010, 12 (4), 539–554.
  • Simeonov, S.P.; Afonso, C.A.M. Batch and Flow Synthesis of 5-Hydroxymethylfurfural (HMF) from Fructose as a Bioplatform Intermediate: An Experiment for the Organic or Analytical Laboratory. J. Chem. Educ. 2013, 90 (10), 1373–1375.
  • Pfab, E.; Filiciotto, L.; Luque, R. The Dark Side of Biomass Valorization: A Laboratory Experiment to Understand Humin Formation, Catalysis, and Green Chemistry. J. Chem. Educ. 2019, 96 (12), 3030–3037.
  • Palesch, J.J.; Gilles, B.C.; Chycota, J.; Haj, M.K.; Fahnhorst, G.W.; Wissinger, J.E. Iodination of Vanillin and Subsequent Suzuki-Miyaura Coupling: Two-Step Synthetic Sequence Teaching Green Chemistry Principles. Green Chem. Lett. Rev. 2019, 12 (2), 117–126.
  • Winter, R.T.; Van Beek, H.L.; Fraaije, M.W. The Nose Knows: Biotechnological Production of Vanillin. J. Chem. Educ. 2012, 89 (2), 258–261.
  • Ruiz, K.A.; López, M.; Suppan, G.; Makowski, K. Crossed Aldol Reactions in Water Using Inexpensive and Easily Available Materials as a Tool for Reaction Optimization Teaching in an Undergraduate Organic Chemistry Laboratory. J. Chem. Educ. 2020, 97 (10), 3806–3809.
  • Winkelmes, M.-A.; Bernacki, M.; Butler, J.; Zochowski, M.; Golanics, J.; Weavil, K.H. A Teaching Intervention That Increases Underserved College Students’ Success. Peer Rev. 2016, 18 (1/2), 31–36.
  • Medawala, W.; Nugawela, D. Effectiveness of Transparency in Learning and Teaching (TILT) in Chemistry Courses. In Integrating Transparency in Learning and Teaching (TILT): An Effective Tool for Providing Equitable Opportunity in Higher Education; Akella, D., Paudel, L., Wickramage, N., Rogers, M., Gibson, A., Eds.; IGI Global: Hershey, PA,, 2022; pp 113–134.
  • Vaughn, L.M.; Jacquez, F. Participatory Research Methods - Choice Points in the Research Process. J. Particip. Res. Methods 2020, 1 (1), 1–13.
  • Jones, M.B.; Miller, C.R. Chemistry in the Real World. J. Chem. Educ. 2001, 78 (4), 484–487.
  • Armstrong, L.B.; Rivas, M.C.; Zhou, Z.; Irie, L.M.; Kerstiens, G.A.; Robak, M.A.T.; Douskey, M.C.; Baranger, A.M. Developing a Green Chemistry Focused General Chemistry Laboratory Curriculum: What Do Students Understand and Value About Green Chemistry? J. Chem. Educ. 2019, 96 (11), 2410–2419.
  • Von Blottnitz, H.; Case, J.M.; Fraser, D.M. Sustainable Development at the Core of Undergraduate Engineering Curriculum Reform: A New Introductory Course in Chemical Engineering. J. Clean. Prod. 2015, 106, 300–307.
  • Davis, D.A.; Mazmanian, P.E.; Fordis, M.; Van Harrison, R.; Thorpe, K.E.; Perrier, L. Accuracy of Physician Self-Assessment Compared With Observed Measures of Competence. JAMA 2006, 296 (9), 1094.
  • Sitzmann, T.; Ely, K.; Brown, K.G.; Bauer, K.N. Self-Assessment of Knowledge: A Cognitive Learning or Affective Measure? Acad. Manag. Learn. Educ. 2010, 9 (2), 169–191.
  • Kline, T.J.B. Classical Test Theory: Assumptions, Equations, Limitations, and Item Analysis. In Psychological Testing: A Practical Approach to Design and Evaluation; Shaw, L.C., Crouppen, M., Hoffman, C.A., Weight, B., Eds.; Sage: Thousand Oaks, CA, 2005; pp 91–106.
  • Meyer, J.P. Applied Measurement with jMetrik; Routledge: New York, 2014.
  • McGahee, T.W.; Ball, J. How to Read and Really Use an Item Analysis. Nurse Educ. 2009, 34 (4), 166–171.
  • Anderson, T.L.; Bodner, G.M. What Can We Do About ‘Parker’? A Case Study of a Good Student Who Didn’t ‘Get’ Organic Chemistry. Chem. Educ. Res. Pract. 2008, 9 (2), 93–101.
  • Duis, J.M. Organic Chemistry Educators’ Perspectives on Fundamental Concepts and Misconceptions: An Exploratory Study. J. Chem. Educ. 2011, 88 (3), 346–350.
  • Ealy, J. Analysis of Students’ Missed Organic Chemistry Quiz Questions That Stress the Importance of Prior General Chemistry Knowledge. Educ. Sci. 2018, 8 (2), 42.
  • Grieger, K.; Leontyev, A. Student-Generated Infographics for Learning Green Chemistry and Developing Professional Skills. J. Chem. Educ. 2021, 98 (9), 2881–2891.
  • Grieger, K.; Schiro, A.; Leontyev, A. Development of the Assessment of Student Knowledge of Green Chemistry Principles (ASK-GCP). Chem. Educ. Res. Pract. 2022, 23 (3), 531–544.
  • Grieger, K.; Leontyev, A. Teaching Green Chemistry Though Student-Generated Open Educational Resources. J. Coll. Sci. Teach., in press.
  • Vidal, S. Safety First: A Recent Case of a Dichloromethane Injection Injury. ACS Cent. Sci. 2020, 6 (2), 83–86.
  • Erickson, B.E. EPA Moves to Regulate Methylene Chloride. C&EN Glob. Enterp. 2022, 100 (41), 16–16.
  • Hodges, L.C.; Harvey, L.C. Evaluation of Student Learning in Organic Chemistry Using the SOLO Taxonomy. J. Chem. Educ. 2003, 80 (7), 785–787.
  • Biggs, J.; Tang, C. Train-the-Trainers: Implementing Outcomes-Based Teaching and Learning in Malaysian Higher Education. Malaysian J. Learn. Instr. 2011, 8, 1–19.
  • Wamser, C.C. Peer-Led Team Learning in Organic Chemistry: Effects on Student Performance, Success, and Persistence in the Course. J. Chem. Educ. 2006, 83 (10), 1562–1566.
  • Clark, A.; Raker, J.R. Peer-Leaders’ Perceived Roles: An Exploratory Study in a Postsecondary Organic Chemistry Course. Int. J. Teach. Learn. High. Educ. 2020, 32 (2), 180–189.
  • Cannon, A.S.; Levy, I.J. The Green Chemistry Commitment: Transforming Chemistry Education in Higher Education. In The Promise of Chemical Education: Addressing Our Students’ Needs: Daus, K., Rigsby, R., Eds.: American Chemical Society: Washington, DC, 2015; pp 115–125.
  • Green Chemistry Teaching and Learning Community. https://www.beyondbenign.org/online-community-gctlc/. (accessed Aug 4, 2022).
  • Green & Sustainable Chemistry Education Module Development Project. https://www.acs.org/content/acs/en/greenchemistry/students-educators/module-development.html. (accessed Mar 22, 2021).