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N-Ethyldiisopropylamine is used to make or formulate industrial products. It is also used in organic chemistry as a base. It acts as a selective reagent in the alkylation of secondary amines to tertiary amines by alkyl halides. It reacts with monoactivated Michael acceptors to afford symmetrical sulfones. Further, it is used to prepare heterocyclic compound, sscorpionine by a reaction with disulfur dichloride using 1,4-diazabicyclo[2.2.2]octane (DABCO) as a catalyst.
Hindered non-nucleophilic base with high proton affinity: Chem. Ber., 91, 380 (1958).
For use in the introduction of TBDMS protecting groups, see tert-Butyldimethylchlorosilane, A13064 . Used in preparation of silyl enol ethers from both aldehydes and ketones: Helv. Chim. Acta, 60, 181 (1977).
Useful base in peptide coupling reactions: J. Am. Chem. Soc., 91, 6488 (1969). See Appendix 6.
Has been recommended as a base for the Horner-Wadsworth-Emmons olefination reaction, where the reagents contain groups sensitive to base-catalyzed epimerization or condensation. The reaction is carried out in the presence of LiCl, and gives high (E):(Z) ratios: Tetrahedron Lett., 25, 2183 (1984).
Vembu, S.; Pazhamalai, S.; Gopalakrishnan, M. Potential antibacterial activity of triazine dendrimer: Synthesis and controllable drug release properties. Bioorg. Med. Chem. 2015, 23 (15), 4561-4566.
Manandhar, Y.; Bahadur, K. C. T.; Wang, W.; Uzawa, T.; Aigaki, T.; Ito, Y. In vitro selection of a peptide aptamer that changes fluorescence in response to verotoxin. Biotechnol. Lett 2015, 37 (3), 619-625.
Hazard Statements: H225-H302-H331-H318
Highly flammable liquid and vapour. Harmful if swallowed. Toxic if inhaled. Causes serious eye damage.
Precautionary Statements: P210-P261-P303+P361+P353-P305+P351+P338-P405-P501a
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.