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  2. Nucleophile - Wikipedia

    en.wikipedia.org/wiki/Nucleophile

    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 are Lewis bases. Nucleophilic describes the affinity of a nucleophile to bond with positively charged ...

  3. Nucleophilic substitution - Wikipedia

    en.wikipedia.org/wiki/Nucleophilic_substitution

    In chemistry, a nucleophilic substitution (S N) is a class of chemical reactions in which an electron-rich chemical species (known as a nucleophile) replaces a functional group within another electron-deficient molecule (known as the electrophile). The molecule that contains the electrophile and the leaving functional group is called the substrate.

  4. Cysteine - Wikipedia

    en.wikipedia.org/wiki/Cysteine

    Cysteine (symbol Cys or C; [5] / ˈ s ɪ s t ɪ iː n /) [6] is a semiessential [7] proteinogenic amino acid with the formula HOOC−CH(−NH 2)−CH 2 −SH. The thiol side chain in cysteine enables the formation of disulfide bonds, and often participates in enzymatic reactions as a nucleophile. Cysteine is chiral, but both D and L-cysteine ...

  5. 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.

  6. SN2 reaction - Wikipedia

    en.wikipedia.org/wiki/SN2_reaction

    For example, OH − is a better nucleophile than water, and I − is a better nucleophile than Br − (in polar protic solvents). In a polar aprotic solvent, nucleophilicity increases up a column of the periodic table as there is no hydrogen bonding between the solvent and nucleophile; in this case nucleophilicity mirrors basicity.

  7. SN1 reaction - Wikipedia

    en.wikipedia.org/wiki/SN1_reaction

    The Hughes-Ingold symbol of the mechanism expresses two properties—"S N" stands for "nucleophilic substitution", and the "1" says that the rate-determining step is unimolecular. [1] [2] Thus, the rate equation is often shown as having first-order dependence on the substrate and zero-order dependence on the nucleophile. This relationship holds ...

  8. Hydroxide - Wikipedia

    en.wikipedia.org/wiki/Hydroxide

    Hydroxide is a diatomic anion with chemical formula OH −. It consists of an oxygen and hydrogen atom held together by a single covalent bond, and carries a negative electric charge. It is an important but usually minor constituent of water. It functions as a base, a ligand, a nucleophile, and a catalyst.

  9. Azide - Wikipedia

    en.wikipedia.org/wiki/Azide

    However, it has the disadvantage to be prone to trigger unexpected and undesirable side reactions that can jeopardize the experimental results. Indeed, the azide anion is a nucleophile and a redox-active species. Being prone to disproportionation, it can behave both as an oxidizing and as a reducing agent. Therefore, it is susceptible to ...