Explores the extent to which, in polycyclic hydrocarbons, the total pi electron population tends to form small (4n plus 2) groups and avoid the formation of 4n groups. Also discusses the relation of this trend to resonance energy stabilizations. (JN)

Describes steps (using monochiral and multichiral molecules) to enable students to arrive with relative ease at correct stereochemical relationships. The approach assumes familiarity with Fischer projection formulas and assignment of R and S absolute configurations. (JN)

Shows how the structure-energy principle can be presented in organic chemistry (without having to resort to quantum mechanics) by use of Benson's Additive Rules. Examples of the application to several major classes of organic compounds are given.

Presents procedures for obtaining and examples of delta plots (a way of illustrating electron density changes associated with electronic excitation). These plots are pedagogically useful for visualizing simple and complex transitions and provide a way of "seeing" the origin of highest occupied molecular orbital (HOMO)-dictated carbonyl…

Assigning "R" or "S" descriptors to chiral centers by inspection of a stereoformula often results in mistakes, especially when three-dimensional representations (with solid and dashed bonds for substituents pointing to front or rear) are used. Therefore, a method is presented that can be applied to all three-dimensional…

After noting the grounds for labelling structures as incorrect, the guidelines for selecting which Lewis structures are most important for a molecule are introduced. Several examples of appropriate Lewis structures and the fine structural predictions that are possible are included. (JN)

Shows that electronic structure diagrams make more accurate predictions of spectral properties and chemical reactivity for simple pi systems than do either Huckel molecular orbital or valence bond theory alone. Topics addressed include absorption and photoelectron spectra, spin density distribution in radicals, and several problems regarding…

Presents a new view of the electronic structure of pi systems that unifies molecular orbital and valence bond theories. Describes construction of electronic structure diagrams (central to this new view) which demonstrate how configuration interaction can improve qualitative predictions made from simple Huckel theory. (JN)

Pi-CI theory is a simple, semi-empirical procedure which (like Huckel theory) treats pi and pseudo-pi orbitals; in addition, electron repulsion is explicitly included and molecular configurations are mixed. Results obtained from application of pi-CI to ethylene are superior to either the Huckel molecular orbital or valence bond theories. (JN)

Discusses a successfully implemented laboratory experiment that compares the strengths and weaknesses of mechanical and computer models. The computer models used are available from the Quantum Chemistry Program Exchange (QCPE) at a modest price. (JN)

Discusses the relative instability of organic oxidants, citing early attempts at overcoming the solubility limitations in organic reaction systems. Describes the more recent introduction of new types of organic oxidant salts that have demonstrated more promising levels of stability, though unexpected explosions have still occurred. (TW)

Describes an experiment involving use of a microemulsion and its characteristic thermal phase change to determine molecular weights of polyoxyethylene samples. The experiment provides students with background information on polymers and organized media and with experience in evaluating polymer molecular weight by using a unique property of a…

Describes a convenient procedure, the Odd-Even Rule, for predicting the allowedness of forbiddenness of ground-state, pericyclic reactions. The rule is applied to a number of specific reactions. In contrast to the Woodward-Hoffman approach, the application to each reaction is always the same. (JN)

Discusses the valence-bond method, applying it to some coordination compounds of metals, especially those involving metal-metal bonds. Suggests that transition metals can form as many as nine covalent bonds, permitting valence-theory to be extended to transition metal compounds in a more effective way than has been possible before. (JN)

Describes a method, using simple algebraic notation, for calculating the nature of the salient features of a sugar pyranoid ring, the steric disposition of substituents about the reference, and the anomeric carbon atoms contained within the ring. (CS)