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  2. Hyperconjugation - Wikipedia

    en.wikipedia.org/wiki/Hyperconjugation

    Hyperconjugation can be used to rationalize a variety of chemical phenomena, including the anomeric effect, the gauche effect, the rotational barrier of ethane, the beta-silicon effect, the vibrational frequency of exocyclic carbonyl groups, and the relative stability of substituted carbocations and substituted carbon centred radicals, and the thermodynamic Zaitsev's rule for alkene stability.

  3. Markovnikov's rule - Wikipedia

    en.wikipedia.org/wiki/Markovnikov's_rule

    Free-radical intermediate is stabilized by hyperconjugation; adjacent occupied sigma C–H orbitals donate into the electron-deficient radical orbital. A new method of anti-Markovnikov addition has been described by Hamilton and Nicewicz, who utilize aromatic molecules and light energy from a low-energy diode to turn the alkene into a cation ...

  4. Baker–Nathan effect - Wikipedia

    en.wikipedia.org/wiki/Baker–Nathan_effect

    In 1935 Baker and Nathan explained the observed difference in terms of a conjugation effect and in later years after the advent of hyperconjugation (1939) as its predecessor. A fundamental problem with the effect is that differences in the observed order are relatively small and therefore difficult to measure accurately.

  5. Gauche effect - Wikipedia

    en.wikipedia.org/wiki/Gauche_effect

    Hyperconjugation model for explaining the gauche effect in 1,2-difluoroethane. Key in the bent bond explanation of the gauche effect in difluoroethane is the increased p orbital character of both C−F bonds due to the large electronegativity of fluorine. As a result, electron density builds up above and below to the left and right of the ...

  6. Negative hyperconjugation - Wikipedia

    en.wikipedia.org/wiki/Negative_hyperconjugation

    Negative hyperconjugation is seldom observed, though it can be most commonly observed when the σ *-orbital is located on certain C–F or C–O bonds. [ 3 ] [ 4 ] In negative hyperconjugation, the electron density flows in the opposite direction (from a π- or p-orbital to an empty σ * -orbital) than it does in the more common ...

  7. Negative hyperconjugation in silicon - Wikipedia

    en.wikipedia.org/wiki/Negative_hyperconjugation...

    Negative hyperconjugation is a theorized phenomenon in organosilicon compounds, in which hyperconjugation stabilizes or destabilizes certain accumulations of positive charge. The phenomenon explains corresponding peculiarities in the stereochemistry and rate of hydrolysis .

  8. Swain–Lupton equation - Wikipedia

    en.wikipedia.org/wiki/Swain–Lupton_equation

    In physical organic chemistry, the Swain–Lupton equation is a linear free energy relationship (LFER) that is used in the study of reaction mechanisms and in the development of quantitative structure activity relationships for organic compounds.

  9. Chemical table file - Wikipedia

    en.wikipedia.org/wiki/Chemical_table_file

    An MDL Molfile is a file format for holding information about the atoms, bonds, connectivity and coordinates of a molecule.. The molfile consists of some header information, the Connection Table (CT) containing atom info, then bond connections and types, followed by sections for more complex information.