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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. Leaving group - Wikipedia

    en.wikipedia.org/wiki/Leaving_group

    Here, a strong Lewis acid is required to generate either a carbocation from an alkyl halide in the Friedel-Crafts alkylation reaction or an acylium ion from an acyl halide. In the vast majority of cases, reactions that involve leaving group activation generate a cation in a separate step, before either nucleophilic attack or elimination.

  5. SN2 reaction - Wikipedia

    en.wikipedia.org/wiki/SN2_reaction

    The methoxide anion, for example, is both a strong base and nucleophile because it is a methyl nucleophile, and is thus very much unhindered. tert -Butoxide , on the other hand, is a strong base, but a poor nucleophile, because of its three methyl groups hindering its approach to the carbon.

  6. 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.

  7. Alkoxide - Wikipedia

    en.wikipedia.org/wiki/Alkoxide

    The structure of the methoxide ion. In chemistry, an alkoxide is the conjugate base of an alcohol and therefore consists of an organic group bonded to a negatively charged oxygen atom. They are written as RO −, where R is the organyl substituent. Alkoxides are strong bases [citation needed] and, when R is not bulky, good nucleophiles and good ...

  8. Imide - Wikipedia

    en.wikipedia.org/wiki/Imide

    Strong nucleophiles, such as potassium hydroxide or hydrazine are used in the release step. Treatment of imides with halogens and base gives the N -halo derivatives. Examples that are useful in organic synthesis are N -chlorosuccinimide and N - bromosuccinimide , which respectively serve as sources of "Cl + " and "Br + " in organic synthesis .

  9. Nucleotide base - Wikipedia

    en.wikipedia.org/wiki/Nucleotide_base

    Similarly, the simple-ring structure of cytosine, uracil, and thymine is derived of pyrimidine, so those three bases are called the pyrimidine bases. [ 6 ] Each of the base pairs in a typical double- helix DNA comprises a purine and a pyrimidine: either an A paired with a T or a C paired with a G.