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Tris(2-aminoethyl)amine is a tetradentate chelating ligand and forms stable complexes with transition metals. It is also used as a carbon dioxide absorbent. Further, it acts as a reagent for cleavage of the fluorenylmethyloxycarbonyl (Fmoc) group in peptide synthesis. It reacts with aryl isocyanates and isothiocyanates to give tris-urea and -thiourea derivatives.
Reagent for rapid cleavage of the Fmoc group in peptide synthesis, particularly recommended in conjunction with Fmoc-protected acid chlorides as the active species: J. Org. Chem., 55, 1673 (1990). For a review of peptide synthesis via amino acid halides, see: Acc. Chem. Res., 29, 268 (1996). For peptide reagents, see Appendix 6.
Reaction with aryl isocyanates and isothiocyanates gives tris-urea and -thiourea derivatives which have been evaluated as phosphate and sulfate receptors: Chem. Lett., 759 (1995).
Xu, C.; Bacsik, Z.; Hedin, N. Adsorption of CO2 on a micro-/mesoporous polyimine modified with tris(2-aminoethyl) amine. J. Mater. Chem. A 2015, 3 (31), 16229-16234.
Sietzen, M.; Batke, S.; Merz, L.; Wadepohl, H.; Ballmann, J. Phospha Derivatives of Tris(2-aminoethyl)amine (tren) and Tris(3-aminopropyl)amine (trpn): Synthesis and Complexation Studies with Group 4 Metals. Organometallics 2015, 34 (6), 1118-1128.
Hazard Statements: H301-H310-H314-H335
Toxic if swallowed. Fatal in contact with skin. Causes severe skin burns and eye damage. May cause respiratory irritation.
Precautionary Statements: P260-P262-P264b-P270-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P501c
Do not breathe dust/fume/gas/mist/vapours/spray. Do not get in eyes, on skin, or on clothing. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Wear protective gloves/protective clothing/eye protection/face protection. 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. Rinse mouth. Do NOT induce vomiting. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant