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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-H290-H302-H318-H331-H335
Highly flammable liquid and vapour. May be corrosive to metals. Harmful if swallowed. Causes serious eye damage. Toxic if inhaled. May cause respiratory irritation.
Precautionary Statements: P210-P233-P234-P235-P240-P241-P242-P243-P261-P264b-P270-P271-P280-P301+P312-P303+P361+P353-P304+P340-P305+P351+P338-P310-P311-P330-P370+P378q-P390-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Keep only in original container. Keep cool. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician. Rinse mouth. In case of fire: Use CO2, dry chemical, or foam Absorb spillage to prevent material damage. Dispose of contents/ container to an approved waste disposal plant