Open Yale CoursesCHEM 125: Freshman Organic ChemistryLecture 16 - Recognizing Functional Groups<< previous session | next session >>Overview:This lecture continues the discussion of the HOMO/LUMO view of chemical reactivity by focusing on waysof recognizing whether a particular HOMO should be unusually high in energy (basic), or a particular LUMOshould be unusually low (acidic). The approach is illustrated with BH3, which is both acidic and basic andthus dimerizes by forming unusual "Y" bonds. The low LUMOs that make both HF and CH3F acidic areanalyzed and compared underlining the distinction between MO nodes that derive from atomic orbitals nodes(AON) and those that are antibonding (ABN). Reaction of HF as an acid with OH-is shown to involvesimultaneous bond-making and bond-breaking.Problem sets/Reading assignment:Reading assignments, problem sets, PowerPoint presentations, and other resources for this lecture can beaccessed from Professor McBride's on-campus course website, which was developed for his Fall 2008
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