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Tris(2-aminoethyl)amine

CAS No.4097-89-6
Chemical Name:Tris(2-aminoethyl)amine
CBNumber:CB0235693
Molecular Formula:C6H18N4
Formula Weight:146.23
MOL File:4097-89-6.mol

Tris(2-aminoethyl)amine Property

Melting point -16 °C
Boiling point 114 °C/15 mmHg (lit.)
Density 0.976 g/mL at 20 °C (lit.)
vapor density 5 (vs air)
vapor pressure 0.02 mm Hg ( 20 °C)
refractive index n20/D 1.497(lit.)
Flash point >230 °F
storage temp. 2-8°C
solubility Chloroform (Sparingly), DMSO (Slightly)
form saline suspension
pka 10.00±0.10(Predicted)
color Clear yellow
Specific Gravity 0.977
Water Solubility Miscible with water.
Sensitive Hygroscopic
BRN 1739626
Stability Stable. Hygroscopic. Absorbs carbon dioxide from the air. Incompatible with strong acids, strong oxidizing agents.
CAS DataBase Reference 4097-89-6(CAS DataBase Reference)
FDA UNII 3GY3QSG6H5
EPA Substance Registry System 1,2-Ethanediamine, N,N-bis(2-aminoethyl)- (4097-89-6)
UNSPSC Code 12162002
NACRES NA.23

Safety

Hazard Codes :T,Xi
Risk Statements :22-24-34-36/37/38-10
Safety Statements :26-36/37/39-45-16
RIDADR :UN 2922 8/PG 2
WGK Germany :3
RTECS :KH8587082
F :3-10-23
TSCA :Yes
HazardClass :6.1
PackingGroup :II
HS Code :29211990
Toxicity :mouse,LD50,oral,1800mg/kg (1800mg/kg),LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSIONBEHAVIORAL: ATAXIAGASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA","Spravochnik po Toksikologii i Gigienicheskim Normativam Vol. -, Pg. 223, 1999.

NFPA 704:

	1
4		1

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal wordDanger
Hazard statements H301-H310-H314
Precautionary statements P270-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338

Tris(2-aminoethyl)amine Price More Price(6)

Brand: Sigma-Aldrich(India)
Product number: 225630
Product name : Tris(2-aminoethyl)amine
Purity: 96%
Packaging: 10ML
Price: ₹2219.13
Updated: 2022/06/14
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Brand: Sigma-Aldrich(India)
Product number: 225630
Product name : Tris(2-aminoethyl)amine
Purity: 96%
Packaging: 100ML
Price: ₹14516.33
Updated: 2022/06/14
Buy: Buy

Brand: TCI Chemicals (India)
Product number: T1243
Product name : Tris(2-aminoethyl)amine
Purity: min. 98.0 %
Packaging: 5ML
Price: ₹1800
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: T1243
Product name : Tris(2-aminoethyl)amine
Purity: min. 98.0 %
Packaging: 25ML
Price: ₹5400
Updated: 2022/05/26
Buy: Buy

Brand: TCI Chemicals (India)
Product number: T1243
Product name : Tris(2-aminoethyl)amine
Purity: min. 98.0 %
Packaging: 100ML
Price: ₹15300
Updated: 2022/05/26
Buy: Buy

Tris(2-aminoethyl)amine Chemical Properties,Usage,Production

Chemical Properties Colorless liquid
Uses 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.
Definition ChEBI: Tris(2-aminoethyl)amine is a tetramine.
General Description Tris(2-aminoethyl)amine (TREN) is a water soluble tripodal ligand that is majorly used in co-ordination chemistry. It has three aminoethylgroups that attach with the surface atoms to provide a scaffold assembly.
Reactivity Profile Tris(2-aminoethyl)amine (tren) is a commercially available tripodal amine, which has found wide application as a ligand in the preparation of metal complexes. Due to the tripodal arrangement of donor atoms, tren and various N-functionalised derivatives have been commonly employed in the preparation of trigonal bipyramidal metal complexes. More elaborate or extended tren ligands have been formed via substitution or condensation reactions with aldehydes. Metal complexes prepared therefrom have been employed in catalysis and oxygen binding studies. They have also been used to stabilise redox active oxoanions, such as thiosulfate, and to prepare cyano-bridged heteropolynuclear clusters with ferromagnetic properties. Less well explored are aryl-substituted tren ligand structures. However, some have been employed in the formation of transition metal amido complexes, which have been demonstrated to act as catalysts in dinitrogen reduction (Mo V and Cr complexes) and which have been tested in alkene epoxidation reactions (Fe and Mn complexes). Aryl-substituted tren-based ligands are generally synthesised via aryl substitution reactions using commercially available ArF compounds in 28– 99% yields. A different pathway to these aryl-substituted tren compounds involves Pd-mediated aromatic coupling, limited to commercially available ArBr compounds, affording the products 27–90% yields. More extended tren structures have been prepared via a two-step synthesis of the starting ArBr compound followed by Pd-mediated aromatic coupling in lower but acceptable overall yields of 36–45%. Given the versatility and demonstrated utility of these ligands, considerable benefit would be derived from new synthetic strategies that would broaden the range of accessible aryl-substituted tren ligands[2].
Hazard A poison by ingestion and skin contact.
Safety Profile A poison by ingestion and skin contact. When heated to decomposition it emits toxic vapors of NOx.
Purification Methods For a separation from a mixture containing 62% TRIEN, see entry under triethylenetetramine. Also purify it by conversion to the hydrochloride (see below), recrystallise it and regenerate the free base [Xie & Hendrickson J Am Chem Soc 109 6981 1987]. [Beilstein 4 H 256, 4 II 695, 4 III 545, 4 IV 1250.]
References [1] Bengang Zhang. “Highly Branched Tannin-Tris(2-aminoethyl)amine-Urea Wood Adhesives.” Polymers 15 4 (2023).
[2] Ann Almes?ker . “One-pot synthesis of tripodal tris(2-aminoethyl)amine derivatives from seven molecular components.” Tetrahedron Letters 50 16 (2009): Pages 1847-1850.