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  2. Phenolates - Wikipedia

    en.wikipedia.org/wiki/Phenolates

    The phenoxide anion (aka phenolate) is a strong nucleophile with a comparable to the one of carbanions or tertiary amines. [3] Generally, oxygen attack of phenoxide anions is kinetically favored, while carbon-attack is thermodynamically preferred (see Thermodynamic versus kinetic reaction control). Mixed oxygen/carbon attack and by this a loss ...

  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. Oxidizing agent - Wikipedia

    en.wikipedia.org/wiki/Oxidizing_agent

    The international pictogram for oxidizing chemicals. Dangerous goods label for oxidizing agents. An oxidizing agent (also known as an oxidant, oxidizer, electron recipient, or electron acceptor) is a substance in a redox chemical reaction that gains or "accepts"/"receives" an electron from a reducing agent (called the reductant, reducer, or electron donor).

  5. Methanethiol - Wikipedia

    en.wikipedia.org/wiki/Methanethiol

    The resulting thiolate anion is a strong nucleophile. It can be oxidized to dimethyl disulfide: 2CH 3 SH + [O] → CH 3 SSCH 3 + H 2 O. Further oxidation takes the disulfide to two molecules of methanesulfonic acid, which is odorless. Bleach deodorizes methanethiol in this way.

  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. n-Butyllithium - Wikipedia

    en.wikipedia.org/wiki/N-Butyllithium

    Butyllithium is a strong base (pK b ≈ -36), but it is also a powerful nucleophile and reductant, depending on the other reactants. Furthermore, in addition to being a strong nucleophile, n -BuLi binds to aprotic Lewis bases, such as ethers and tertiary amines , which partially disaggregate the clusters by binding to the lithium centers.

  8. Methyl radical - Wikipedia

    en.wikipedia.org/wiki/Methyl_radical

    Because of the capture of the nucleophile (R •), methyl has oxidising character. Methyl is a strong oxidant with organic chemicals. However, it is equally a strong reductant with chemicals such as water. It does not form aqueous solutions, as it reduces water to produce methanol and elemental hydrogen: 2 CH • 3 + 2 H 2 O → 2 CH 3 OH + H 2

  9. Solvent effects - Wikipedia

    en.wikipedia.org/wiki/Solvent_effects

    The rate equation for S N 2 reactions are bimolecular being first order in Nucleophile and first order in Reagent. The determining factor when both S N 2 and S N 1 reaction mechanisms are viable is the strength of the Nucleophile. Nuclephilicity and basicity are linked and the more nucleophilic a molecule becomes the greater said nucleophile's ...