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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.
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]
This amine is used in chemistry as a hindered base (hindered amine). Although TMP finds limited use per se, its derivatives are a mainstay of hindered amine light stabilizers. TMP is the starting material for an even stronger base, lithium tetramethylpiperidide and the radical species TEMPO. Another non-nucleophilic base is N,N ...
It is used as a non-nucleophilic base, ... Structure. Like many lithium reagents it has a tendency to aggregate, forming a tetramer in the solid state. [2]
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]
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.
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. ...
"Structure and dynamic behavior of solvated neopentyllithium monomers, dimers, and tetramers: proton, carbon-13 and lithium-6 NMR". Journal of the American Chemical Society . 112 (17): 6190–6198.