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N,N-Diisopropylethylamine, or Hünig's base, DIPEA or DIEA, is an organic compound and an amine. It is used in organic chemistry as a base. Because the nitrogen atom is shielded by the two isopropyl groups and an ethyl group only a proton is small enough to easily fit. Just like 2,2,6,6-tetramethylpiperidine, this compound is a good base but a poor nucleophile which makes it a useful organic reagent.
Additional recommended knowledge
Hünig's base forms a complex heterocyclic compound called Sscorpionine by a reaction with disulfur dichloride catalyzed by DABCO in a remarkable one-pot synthesis.
Hünig's base is investigated for its use as a selective reagent in the alkylation of secondary amines to tertiary amines by alkyl halides. This organic reaction is often hampered by a quaternization reaction to the quaternary ammonium salt but this side-reaction is absent when Hünig's base is present.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "N,N-Diisopropylethylamine". A list of authors is available in Wikipedia.|