Chemistry 125A: Freshman Organic Chemistry I - Lecture 16: Recognizing Functional Groups - Professor J. Michael McBride
Lecture 15 : Recognizing Functional Groups
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_3F 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.
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