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  2. Non-nucleophilic base - Wikipedia

    en.wikipedia.org/wiki/Non-nucleophilic_base

    Lithium tetramethylpiperidide (LiTMP or harpoon base) Other strong non-nucleophilic bases are sodium hydride and potassium hydride. These compounds are dense, salt-like materials that are insoluble and operate by surface reactions. Some reagents are of high basicity (pK a of conjugate acid around 17) but of modest but not negligible ...

  3. Category:Non-nucleophilic bases - Wikipedia

    en.wikipedia.org/.../Category:Non-nucleophilic_bases

    Pages in category "Non-nucleophilic bases" The following 26 pages are in this category, out of 26 total. This list may not reflect recent changes. ...

  4. 2,6-Lutidine - Wikipedia

    en.wikipedia.org/wiki/2,6-Lutidine

    In a similar implementation, 2,6-lutidine is thus sometimes used in organic synthesis as a sterically hindered mild base. [4] One of the most common uses for 2,6-lutidine is as a non-nucleophilic base in organic synthesis. It takes part in the formation of silyl ethers as shown in multiple studies. [5] [6]

  5. Organic base - Wikipedia

    en.wikipedia.org/wiki/Organic_base

    An organic base is an organic compound which acts as a base. Organic bases are usually, but not always, proton acceptors. They usually contain nitrogen atoms, which can easily be protonated. For example, amines or nitrogen-containing heterocyclic compounds have a lone pair of electrons on the nitrogen atom and can thus act as proton acceptors. [1]

  6. Sodium tert-butoxide - Wikipedia

    en.wikipedia.org/wiki/Sodium_tert-butoxide

    It is a strong, non-nucleophilic base. It is flammable and moisture sensitive. It is sometimes written in the chemical literature as sodium t-butoxide. It is similar in reactivity to the more common potassium tert-butoxide. The compound can be produced by treating tert-butyl alcohol with sodium hydride. [3]

  7. Lithium diisopropylamide - Wikipedia

    en.wikipedia.org/wiki/Lithium_diisopropylamide

    Lithium diisopropylamide (commonly abbreviated LDA) is a chemical compound with the molecular formula LiN(CH(CH 3) 2) 2.It is used as a strong base and has been widely utilized due to its good solubility in non-polar organic solvents and non-nucleophilic nature.

  8. 1,1,3,3-Tetramethylguanidine - Wikipedia

    en.wikipedia.org/wiki/1,1,3,3-Tetramethylguanidine

    Tetramethylguanidine is mainly used as a strong, non-nucleophilic base for alkylations, often as a substitute for the more expensive DBU and DBN. [3] Since it is highly water-soluble, it is easily removed from mixtures in organic solvents. It is also used as a base-catalyst in the production of polyurethane. [4]

  9. N,N-Diisopropylethylamine - Wikipedia

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

    N,N-Diisopropylethylamine, or Hünig's base, is an organic compound that is a tertiary amine. It is named after the German chemist Siegfried Hünig . It is used in organic chemistry as a non-nucleophilic base. It is commonly abbreviated as DIPEA, DIEA, or i-Pr 2 NEt.