A teaching strategy for teaching stereochemistry: a proposal for converting from one representation to another
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Abstract
The objective of this study was to develop a proposal for the teaching of stereochemistry to university chemistry and pharmacy students. The aim was to identify the representations of organic structures that are easiest for the students, using a didactic strategy for the identification, assignment of the absolute configuration and understanding of stereochemistry in the study of the stereochemistry of organic compounds. A scheme comprising different representations was presented to the students, with the relationships between them explained. This was done to facilitate interconversion and enable the students to correctly assign the configurations of the stereocentres. A pre-test was applied before the intervention, which involved Fischer projections, wedge and line formulas, Haworth and chair formulas. The results showed that only in Fischer projections and wedge and line formulas were the students able to assign the absolute configurations of the stereocentres. However, following the intervention, the students demonstrated the ability to perform interconversions in the Haworth and chair representations, resulting in an improvement in their performance from 0% to 65% and from 0% to 52.5%, respectively, in the case of wedges and lines the increase was from 22.2% to 60%, and from 81.3% to 100% for Fischer representations, indicating that the Fischer projection was the simplest representation for the assignment of the absolute configuration of the stereocentres.
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References
Aikenhead, G. S. (2003). Chemistry and physics instruction: Integration, ideologies, and choices. Chemistry Education Research and Practice, 4(2), 115-130. https://doi.org/10.1039/B2RP90041F
Ajzen, I. (2005). Attitudes, Personality and Behavior (2nd ed.). Open University Press.
Aristeidou, M., Lorke J., & Ismail, N. (2023). Citizen Science: Schoolteachers’ Motivation, Experiences, and Recommendations. International Journal of Science and Mathematics Education, 21, 2067-2093. https://doi.org/10.1007/s10763-022-10340-z
Araújo, J. L., Morais, C. & Paiva, J. C. (2020). Developing and Implementing a Low-Cost, Portable Pedagogical Kit to Foster Students’ Water Quality Awareness and Engagement by Sampling Coastal Waters and Analyzing Physicochemical Properties. Journal of Chemical Education, 97(10), 3697-3701. https://doi.org/10.1021/acs.jchemed.0c00333
Araújo, J. L., Morais, C. & Paiva, J. C. (2021). Students’ attitudes towards science: The contribution of a citizen science project for monitoring coastal water quality and (micro)plastics. Journal of Baltic Science Education, 20(6), 881-893. https://doi.org/10.33225/jbse/21.20.881
Araújo, J. L., Morais, C. & Paiva, J. C. (2022a). Student participation in a coastal water quality citizen science project and its contribution to the conceptual and procedural learning of chemistry. Chemistry Education Research and Practice, 23, 100-112. https://doi.org/10.1039/d1rp00190f
Araújo, J. L., Morais, C., & Paiva, J. C. (2022b). Citizen Science as a Pedagogical Tool in Chemistry Education: Students’ Attitudes and Teachers’ Perceptions. Interdisciplinary Journal of Environmental and Science Education, 18(2), e2271. https://doi.org/10.21601/ijese/11841
Bellocchi, A., King, D. T., & Ritchie, S. M. (2016). Context-based assessment: creating opportunities for resonance between classroom fields and societal fields. International Journal of Science Education, 38(8), 1304-1342. https://doi.org/10.1080/09500693.2016.1189107
Berg, A., Orraryd, D., Pettersson, A. J., & Hultén, M. (2019). Representational challenges in animated chemistry: self-generated animations as a means to encourage students’ reflections on sub-micro processes in laboratory exercises. Chemistry Education Research and Practice, 20(4), 710-737. https://doi.org/10.1039/C8RP00288F
Cardellini, L. (2012). Chemistry: Why the Subject is Difficult? Educación Química, 23(2), 305-310. https://doi.org/10.1016/S0187-893X(17)30158-1
Cavas, P. H., Ozdem, Y., Cavas, B., Cakiroglu, J., & Ertepinar, H. (2013). Turkish Pre-Service Elementary Science Teachers’ Scientific Literacy Level and Attitudes toward Science. Science Education International, 24(4), 383-401.
Chang, R., & Goldsby, K. (2013). Química (11º ed.). McGraw-Hill Education.
Cheung, D. (2009). Students’ Attitudes Toward Chemistry Lessons: The Interaction Effect between Grade Level and Gender. Research in Science Education, 39(1), 75-91. https://doi.org/10.1007/s11165-007-9075-4
Chua, K. H., & Karpudewan, M. (2019). Integrating nanoscience activities in enhancing Malaysian secondary school students’ understanding of chemistry concepts. EURASIA Journal of Mathematics, Science and Technology Education, 16(1), em1801. https://doi.org/10.29333/ejmste/110781
Comissão Europeia (2016). Citizen Science. https://ec.europa.eu/digital-single-market/en/citizen-science.
Dalgety, J., Coll, R. K., & Jones, A. (2003). Development of Chemistry Attitudes and Experiences Questionnaire (CAEQ). Journal of Research in Science Teaching, 40(7), 649-668. https://doi.org/10.1002/tea.10103
Dašić, D., Kostadinović, M. I., Vlajković, M., & Pavlović, M. (2024). Digital literacy in the service of science and scientific knowledge, International Journal of Cognitive Research in Science, Engineering and Education, 12(1), 219-227. https://doi.org/10.23947/2334-8496-2024-12-1-219-227
Dawson, V., & Carson, K. (2017). Using climate change scenarios to assess high school students’ argumentation skills. Research in Science & Technological Education, 35(1), 1-16. https://doi.org/10.1080/02635143.2016.1174932
Flaherty, A. A. (2020). A review of affective chemistry education research and its implications for future research. Chemistry Education Research and Practice, 21(3), 698-713. https://doi.org/10.1039/C9RP00200F
Follett, R., & Strezov, V. (2015). An Analysis of Citizen Science Based Research: Usage and Publication Patterns. PLOS ONE, 10(11), e0143687. https://doi.org/10.1371/journal.pone.0143687 “
Freire, M., Talanquer, V., & Amaral, E. (2019). Conceptual profile of chemistry: a framework for enriching thinking and action in chemistry education. International Journal of Science Education, 41(5), 674-692. https://doi.org/10.1080/09500693.2019.1578001
Gilbert, J. K., & Treagust, D. F. (Eds.). (2009). Multiple representations in chemical education. Springer.
Gulacar, O., Zowada, C., & Eilks, I. (2018). Bringing Chemistry Learning Back to Life and Society. In I. Eilks, S. Markic, & B. Ralle (Eds.), Building bridges across disciplines for transformative education and sustainability (pp. 49-60). Shaker.
Haklay, M., Motion, A., Balázs, B., Kieslinger, B., Tzovaras, B., G., Nold, C., Dörler, D., Fraisl, D., Riemenschneider, D., Heigl, F., Brounéus, F., Hager, G., Heuer, K., Wagenknecht, K., Vohland, K., Shanley, L., Deveaux, L., Ceccaroni, L., Weißpflug, M., … When, U. (2020, abril). ECSA’s characteristics of citizen science. https://zenodo.org/record/3758668#.Yr7ARXbMJPZ
Harlin, J., Kloetzer, L., Patton, D., Leonhard, C., & students. (2018). Turning students into citizen scientists. In S. Hecker, M. Haklay, A. Bowser, Z. Makuch, J. Vogel, & A. Bonn (Eds.), Citizen Science: Innovation in Open Science, Society and Policy (pp. 410-428). UCL Press.
Heng, C. K., & Karpudewan, M. (2015). The interaction effects of gender and grade level on secondary school students’ attitude towards learning chemistry. Eurasia Journal of Mathematics, Science & Technology Education, 11(4), 889-898. https://doi.org/10.12973/eurasia.2015.1446a
Hofstein, A. (2017). The Role of Laboratory in Science Teaching and Learning. In K. S. Taber & B. Akpan (Eds.), Science Education: An International Course Companion (pp. 357-368). SensePublishers.
Ibrahim, N. H. B., & Hj. Iksan, Z. B. (2018). Level of Chemophobia and Relationship with Attitude Towards Chemistry Among Science Students. Journal of Educational Sciences, 2(2), 52-65.
Irwanto, Saputro, A. D., Rohaeti, E., & Prodjosantoso, A. K. (2019). Using Inquiry-Based Laboratory Instruction to Improve Critical Thinking and Scientific Process Skills among Preservice Elementary Teachers. Eurasian Journal of Educational Research, 19, 151-170.
Islam., A. R.; Hasan, M., Sadia, M. R., Mubin, Al-N., Ali, M. M., …, Malafaia, G. (2024). Unveiling microplastics pollution in a subtropical rural recreational lake: A novel insight. Environmental Research, 250, 118543. https://doi.org/10.1016/j.envres.2024.118543
Johnstone, A. H. (1991). Why is science difficult to learn? Things are seldom what they seem. Journal of Computer Assisted Learning, 7(2), 75-83. https://doi.org/10.1111/j.1365-2729.1991.tb00230.x
Kohen, Z., Herscovitz, O., & Dori, Y. J. (2020). How to promote chemical literacy? On-line question posing and communicating with scientists. Chemistry Education Research and Practice, 21(1), 250-266. https://doi.org/10.1039/C9RP00134D
Motion, A. (2019, abril). What can citizen science do for us? Chemistry World. https://www.chemistryworld.com/opinion/what-can-citizen-science-do-for-us/3010269.article
Neto, A., Candeias, A. A., Rebelo, N., Varelas, D., & Diniz, A. M. (2013, setembro). Validade estrutural do questionário de atitudes face às ciências físico-químicas: Estudo com alunos do 9° ano ensino básico português. XII Congresso Internacional Galego-Português de Psicopedagogia, Braga, Portugal.
Neto, A., Candeias, A., Pomar, C., Costa, P., Oliveira, M., Silva, S., Silva, J., & Rebelo, N. (2011, setembro). Questionários de atitudes face à língua portuguesa (QAFLP), matemática (QAFM), ciências da natureza (QAFCdN), ciências naturais (QAFCN) e ciências físico-químicas (QAFCFQ) em alunos portugueses do ensino básico: estudo psicométrico. XI Congreso Internacional Galego-Portugués de Psicopedagoxía, Corunha, Espanha.
Nichols, B. (2018). Civic Chemistry: Helping Communities Address Challenges. The Chemist, 91(2), 70-72.
O’Dwyer, A., & Childs, P. E. (2017). Who says Organic Chemistry is Difficult? Exploring Perspectives and Perceptions. Eurasia Journal of Mathematics, Science and Technology Education, 13(7), 3599-3620. https://doi.org/10.12973/eurasia.2017.00748a
OCDE (2016). PISA 2015 Results (Volume I): Excellence and Equity in Education. PISA, OECD Publishing.
OCDE (2019). PISA 2018 Assessment and Analytical Framework. PISA, OECD Publishing.
Osborne, J. & Dillon, J. (2008, janeiro). Science Education in Europe: Critical Reflections. https://mk0nuffieldfounpg9ee.kinstacdn.com/wp-content/uploads/2019/12/Sci_Ed_in_Europe_Report_Final1.pdf
Osborne, J., Simon, S., & Collins, S. (2003). Attitudes towards science: A review of the literature and its implications. International Journal of Science Education, 25(9), 1049-1079. https://doi.org/10.1080/0950069032000032199
Rahayu, S., Treagust, D. F., & Chandrasegaran, A. L. (2022). High school and preservice chemistry teacher education students’ understanding of voltaic and electrolytic cell concepts: evidence of consistent learning difficulties across years. International Journal of Science and Mathematics Education, 20(8), 1859-1882. https://doi.org/10.1007/s10763-021-10226-6
Ranga, J. S. (2018). ConfChem Conference on Mathematics in Undergraduate Chemistry Instruction: Impact of Quick Review of Math Concepts. Journal of Chemical Education, 95(8), 1430-1431. https://doi.org/10.1021/acs.jchemed.8b00070
Ross, J., Nuñez, L., & Lai, C. C. (2018). Partial least squares structural equation modeling of chemistry attitude in introductory college chemistry. Chemistry Education Research and Practice, 19(4), 1270-1286. https://doi.org/10.1039/C7RP00238F
Salta, K., & Tzougraki, C. (2004). Attitudes toward chemistry among 11th grade students in high schools in Greece. Science Education, 88(4), 535-547. https://doi.org/10.1002/sce.10134
Sausan, I., Saputro, S., & Indriyanti, N. (2018). Chemistry for Beginners: What Makes Good and Bad Impression. Advances in Intelligent Systems Research, 157, 42-45. https://doi.org/10.2991/miseic-18.2018.11
Scheuch, M., Panhuber, T., Winter, S., Kelemen-Finan, J., Bardy-Durchhalter, M., & Kapelari, S. (2018). Butterflies & wild bees: biology teachers’ PCK development through citizen science. Journal of Biological Education, 52(1), 79-88. https://doi.org/10.1080/00219266.2017.1405530
Shirk, J., & Bonney, R. (2018). Scientific impacts and innovations of citizen science. In S. Hecker, M. Haklay, A. Bowser, Z. Makuch, J. Vogel, & A. Bonn (Eds.), Citizen Science: Innovation in Open Science, Society and Policy (41-51). UCL Press
Shwartz, Y., Ben‐Zvi, R., & Hofstein, A. (2005). The importance of involving high‐school chemistry teachers in the process of defining the operational meaning of ‘chemical literacy’, International Journal of Science Education, 27(3), 323-344. https://doi.org/10.1080/0950069042000266191
Sjöström, J., & Eilks, I. (2018). Reconsidering different visions of scientific literacy and science education based on the concept of bildung. In J. Dori, Z. Mevarech, & D. Baker (Eds.), Cognition, metacognition, and culture in STEM education. Springer.
Stehle, S. M., & Peters-Burton, E. E. (2019). Developing student 21st Century skills in selected exemplary inclusive STEM high schools. International Journal of STEM Education, 6(39), 1-15. https://doi.org/10.1186/s40594-019-0192-1
Strasser, B., Baudry, J., Mahr, D., Sanchez, G., & Tancoigne, E. (2018). “Citizen Science”? Rethinking Science and Public Participation. Science & Technology Studies, 32(2), 52-76. https://doi.org/10.23987/sts.60425
Sullivan, B. L., Aycrigg, J. L., Barry, J. H., Bonney, R. E., Bruns, N., Cooper, C. B., Damoulas, T., Dhondt, A. A., Dietterich, T., Farnsworth, A., Fink, D., Fitzpatrick, J. W., Fredericks, T., Gerbracht, J., Gomes, C., Hochachka, W. H., Iliff, M. J., Lagoze, C., La Sorte, F. A., ... Kelling, S. (2014). The eBird enterprise: An integrated approach to development and application of citizen science. Biological Conservation, 169, 31-40. https://doi.org/10.1016/j.biocon.2013.11.003
Tümay, H. (2016). Emergence, Learning Difficulties, and Misconceptions in Chemistry Undergraduate Students’ Conceptualizations of Acid Strength. Science & Education, 25(1), 21-46. https://doi.org/10.1007/s11191-015-9799-x
Tytler, R., & Ferguson, J. P. (2023). Student attitudes, identity, and aspirations toward science. In N. G. Lederman, D. L. Zeidler & J. S. Lederman (Eds.), Handbook of research on science education (pp. 158-192). Routledge.
Tytler, R., & Osborne, J. (2014). Student Attitudes and Aspirations Towards Science. In B. J. Fraser, K. G. Tobin, & C. J. McRobbie (Eds.), Second International Handbook of Science Education (pp. 597-625). Springer.
Vilia, P., & Candeias, A. A. (2020). Attitude towards the discipline of physics-chemistry and school achievement: revisiting factor structure to assess gender differences in Portuguese high-school students. International Journal of Science Education, 42(1), 133-150. https://doi.org/10.1080/09500693.2019.1706012
Wilken, U. (2018). Lakes, Labs and Learning: How an Environmental DNA Citizen Science Project Makes Sense for High School Students, Researchers and Environmental Managers. K-12 STEM Education, 4(4), 391-399.
Winkelmann, K., Keeney-Kennicutt, W., Fowler, D., Macik, M. L., Perez Guarda, P., & Ahlborn, C. J. (2020). Learning gains and attitudes of students performing chemistry experiments in an immersive virtual world. Interactive Learning Environments, 28(5), 620-634. https://doi.org/10.1080/10494820.2019.1696844
Zhu, L., Kang, Y., Ma, M., Wu, Z., Zhang, L., Hu, R., …, An, L. (2024). Tissue accumulation of microplastics and potential health risks in human. Science of The Total Environment, 915, 170004. https://doi.org/10.1016/j.scitotenv.2024.170004

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