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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.
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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.
A strong base is a basic chemical compound that can remove a proton (H +) from (or deprotonate) a molecule of even a very weak acid (such as water) in an acid–base reaction. Common examples of strong bases include hydroxides of alkali metals and alkaline earth metals, like NaOH and Ca(OH)
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]
TMP is the starting material for an even stronger base, lithium tetramethylpiperidide and the radical species TEMPO. Another non-nucleophilic base is N,N-diisopropylethylamine . Its aqueous p K aH (conjugate acid dissociation constant, a measure of basicity) is 11.07 at 25 °C, [ 1 ] while its p K a (acid dissociation constant, a measure of ...
It is a strong, non-nucleophilic base with an approximate pK a of 26 (compare to lithium diisopropylamide, at 36). [citation needed] Structure.
It is used as a non-nucleophilic base, being comparable to LiHMDS in terms of steric hindrance. Synthesis It is ...