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Open Yale Courses CHEM 125: Freshman Organic Chemistry Lecture 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 ways of recognizing whether a particular HOMO should be unusually high in energy (basic), or a particular LUMO should be unusually low (acidic). The approach is illustrated with BH 3 , which is both acidic and basic and thus dimerizes by forming unusual "Y" bonds. The low LUMOs that make both HF and CH 3 F acidic are analyzed 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 involve simultaneous bond-making and bond-breaking. Problem sets/Reading assignment: Reading assignments, problem sets, PowerPoint presentations, and other resources for this lecture can be accessed from Professor McBride's on-campus course website, which was developed for his Fall 2008
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