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  2. Triethylamine - Wikipedia

    en.wikipedia.org/wiki/Triethylamine

    Triethylamine is the chemical compound with the formula N(CH 2 CH 3) 3, commonly abbreviated Et 3 N. It is also abbreviated TEA, yet this abbreviation must be used carefully to avoid confusion with triethanolamine or tetraethylammonium, for which TEA is also a common abbreviation.

  3. Non-nucleophilic base - Wikipedia

    en.wikipedia.org/wiki/Non-nucleophilic_base

    As the name suggests, a non-nucleophilic base is a sterically hindered organic base that is a poor nucleophile.Normal bases are also nucleophiles, but often chemists seek the proton-removing ability of a base without any other functions.

  4. N,N-Diisopropylethylamine - Wikipedia

    en.wikipedia.org/wiki/N,N-Diisopropylethylamine

    DIPEA is a sterically hindered organic base that is commonly employed as a proton scavenger. Thus, like 2,2,6,6-tetramethylpiperidine and triethylamine, DIPEA is a good base but a poor nucleophile, DIPEA has low solubility in water, which makes it very easily recovered in commercial processes, a combination of properties that makes it a useful organic reagent.

  5. Tetraethylammonium - Wikipedia

    en.wikipedia.org/wiki/Tetraethylammonium

    Tetraethylammonium (TEA) is a quaternary ammonium cation with the chemical formula [Et 4 N] +, consisting of four ethyl groups (−C 2 H 5, denoted Et) attached to a central nitrogen atom.

  6. 4-Dimethylaminopyridine - Wikipedia

    en.wikipedia.org/wiki/4-Dimethylaminopyridine

    4-Dimethylaminopyridine (DMAP) is a derivative of pyridine with the chemical formula (CH 3) 2 NC 5 H 4 N. This white solid is of interest because it is more basic than pyridine, owing to the resonance stabilisation from the NMe 2 substituent.

  7. Dess–Martin periodinane - Wikipedia

    en.wikipedia.org/wiki/Dess–Martin_periodinane

    Dess–Martin periodinane (DMP) is a chemical reagent used in the Dess–Martin oxidation, oxidizing primary alcohols to aldehydes and secondary alcohols to ketones. [1] [2] This periodinane has several advantages over chromium- and DMSO-based oxidants that include milder conditions (room temperature, neutral pH), shorter reaction times, higher yields, simplified workups, high chemoselectivity ...

  8. Acid dissociation constant - Wikipedia

    en.wikipedia.org/wiki/Acid_dissociation_constant

    pKa values for acetic, chloroacetic, dichloroacetic and trichloroacetic acids. Inductive effects and mesomeric effects affect the pK a values. A simple example is provided by the effect of replacing the hydrogen atoms in acetic acid by the more electronegative chlorine atom.

  9. Methanesulfonyl chloride - Wikipedia

    en.wikipedia.org/wiki/Methanesulfonyl_chloride

    Methanesulfonyl chloride is mainly used to give methanesulfonates by its reaction with alcohols in the presence of a non-nucleophilic base. [8] In contrast to the formation of toluenesulfonates from alcohols and p-toluenesulfonyl chloride in the presence of pyridine, the formation of methanesulfonates is believed to proceed via a mechanism wherein methanesulfonyl chloride first undergoes an ...