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  2. Lewis acids and bases - Wikipedia

    en.wikipedia.org/wiki/Lewis_acids_and_bases

    A Lewis base is often a Brønsted–Lowry base as it can donate a pair of electrons to H +; [11] the proton is a Lewis acid as it can accept a pair of electrons. The conjugate base of a Brønsted–Lowry acid is also a Lewis base as loss of H + from the acid leaves those electrons which were used for the A—H bond as a lone pair on the ...

  3. Nucleophile - Wikipedia

    en.wikipedia.org/wiki/Nucleophile

    A hydroxide ion acting as a nucleophile in an S N 2 reaction, converting a haloalkane into an alcohol. In chemistry, a nucleophile is a chemical species that forms bonds by donating an electron pair. All molecules and ions with a free pair of electrons or at least one pi bond can act as nucleophiles. Because nucleophiles donate electrons, they ...

  4. HSAB theory - Wikipedia

    en.wikipedia.org/wiki/HSAB_theory

    The ECW model is quantitative model that describes and predicts the strength of Lewis acid base interactions, -ΔH . The model assigned E and C parameters to many Lewis acids and bases. Each acid is characterized by an E A and a C A. Each base is likewise characterized by its own E B and C B. The E and C parameters refer, respectively, to the ...

  5. Base (chemistry) - Wikipedia

    en.wikipedia.org/wiki/Base_(chemistry)

    G. N. Lewis realized that water, ammonia, and other bases can form a bond with a proton due to the unshared pair of electrons that the bases possess. [3] In the Lewis theory, a base is an electron pair donor which can share a pair of electrons with an electron acceptor which is described as a Lewis acid. [4]

  6. ECW model - Wikipedia

    en.wikipedia.org/wiki/ECW_Model

    In chemistry, the ECW model is a semi-quantitative model that describes and predicts the strength of Lewis acid–Lewis base interactions. Many chemical reactions can be described as acid–base reactions, so models for such interactions are of potentially broad interest.

  7. Lewis acid catalysis - Wikipedia

    en.wikipedia.org/wiki/Lewis_Acid_Catalysis

    Two common modes of Lewis acid catalysis in reactions with polar mechanisms. In reactions with polar mechanisms, Lewis acid catalysis often involves binding of the catalyst to Lewis basic heteroatoms and withdrawing electron density, which in turn facilitates heterolytic bond cleavage (in the case of Friedel-Crafts reaction) or directly activates the substrate toward nucleophilic attack (in ...

  8. Michael addition reaction - Wikipedia

    en.wikipedia.org/wiki/Michael_Addition_Reaction

    Some examples of nucleophiles include doubly stabilized carbon nucleophiles such as beta-ketoesters, malonates, and beta-cyanoesters. The resulting product contains a highly useful 1,5-dioxygenated pattern. Non-carbon nucleophiles such as water, alcohols, amines, and enamines can also react with an α,β-unsaturated carbonyl in a 1,4-addition. [10]

  9. Arrow pushing - Wikipedia

    en.wikipedia.org/wiki/Arrow_pushing

    Arrow pushing or electron pushing is a technique used to describe the progression of organic chemistry reaction mechanisms. [1] It was first developed by Sir Robert Robinson.In using arrow pushing, "curved arrows" or "curly arrows" are drawn on the structural formulae of reactants in a chemical equation to show the reaction mechanism.