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Esselman, Brian J.; Hofstetter, Heike; Ellison, Aubrey J.; Fry, Charles G.; Hill, Nicholas J. – Journal of Chemical Education, 2020
A set of inexpensive and pedagogically rich experiments focusing on S[subscript N]1, E1, and E2 reactions have been updated to include modern computational and spectroscopic analyses. The S[subscript N]1 experiment involves treatment of "tert"-amyl alcohol with hydrochloric acid to generate the corresponding alkyl chloride, which is used…
Descriptors: Science Instruction, Chemistry, Spectroscopy, Science Experiments
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Hein, Sara M.; Kopitzke, Robert W.; Nalli, Thomas W.; Esselman, Brian J.; Hill, Nicholas J. – Journal of Chemical Education, 2015
A discovery-based Grignard experiment for a second-year undergraduate organic chemistry course is described. The exclusive Grignard reagent formed by the reaction of 1-bromo-4-fluorobenzene (1) with Mg is 4-fluorophenylmagnesium bromide (2), which is treated with either benzophenone or CO[subscript 2] to produce the corresponding fluorinated…
Descriptors: Science Instruction, Spectroscopy, Scientific Concepts, College Science
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Esselman, Brian J.; Hill, Nicholas J. – Journal of Chemical Education, 2016
Advances in software and hardware have promoted the use of computational chemistry in all branches of chemical research to probe important chemical concepts and to support experimentation. Consequently, it has become imperative that students in the modern undergraduate curriculum become adept at performing simple calculations using computational…
Descriptors: Science Instruction, Undergraduate Study, College Science, Organic Chemistry
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Esselman, Brian J.; Hill, Nicholas J. – Journal of Chemical Education, 2015
The electronic and molecular structure of the acylium cation ([CH[subscript 3]CO][superscript +], 1) receives varied treatment in undergraduate textbooks and online resources. The overall structure of 1 is typically represented as an equal combination of resonance structures containing C-O triple and double bonds, the latter structure occasionally…
Descriptors: Investigations, Undergraduate Students, Molecular Structure, Knowledge Representation
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Hill, Nicholas J.; Hoover, Jessica M.; Stahl, Shannon S. – Journal of Chemical Education, 2013
Modern undergraduate organic chemistry textbooks provide detailed discussion of stoichiometric Cr- and Mn-based reagents for the oxidation of alcohols, yet the use of such oxidants in instructional and research laboratories, as well as industrial chemistry, is increasingly avoided. This work describes a laboratory exercise that uses ambient air as…
Descriptors: Organic Chemistry, College Science, Science Instruction, Undergraduate Students
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Guzei, Ilia A.; Hill, Nicholas J.; Zakai, Uzma I. – Journal of Chemical Education, 2010
Bruker SMART X2S is a portable benchtop diffractometer that requires only a 110 V outlet to operate. The instrument operation is intuitive and facile with an automation layer governing the workflow from behind the scenes. The user participation is minimal. At the end of an experiment, the instrument attempts to solve the structure automatically;…
Descriptors: Chemistry, Science Laboratories, Science Instruction, College Science