Tris(2-aminoethyl)amine

Base Information

• Chemical Name: Tris(2-aminoethyl)amine
• CAS No.: 4097-89-6
• Deprecated CAS: 949116-21-6
• Molecular Formula: C6H18N4
• Molecular Weight: 146.236
• Hs Code.: 29211990
• European Community (EC) Number: 223-857-4
• UNII: 3GY3QSG6H5
• DSSTox Substance ID: DTXSID4063296
• Nikkaji Number: J25.779F
• Wikipedia: Tris(2-aminoethyl)amine
• Wikidata: Q7843931
• ChEMBL ID: CHEMBL19823
• Mol file: 4097-89-6.mol

Synonyms:TREN compound;triaminotriethylamine;tris(2-aminoethyl)amine;tris(2-aminoethyl)amine trihydrochloride;tris-2-aminoethylamine

Chemical Property of Tris(2-aminoethyl)amine

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.02 mm Hg ( 20 °C)
• Melting Point: -16 °C
• Refractive Index: n20/D 1.497(lit.)
• Boiling Point: 234.1 °C at 760 mmHg
• PKA: 10.00±0.10(Predicted)
• Flash Point: 94.5 °C
• PSA: 81.30000
• Density: 1.003 g/cm³
• LogP: 0.26540
• Storage Temp.: 2-8°C
• Sensitive.: Hygroscopic
• Water Solubility.: Miscible with water.
• XLogP3: -2.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 146.153146591
• Heavy Atom Count: 10
• Complexity: 52.5

Purity/Quality:

97% ^*data from raw suppliers

Tris(2-?aminoethyl)?amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi
• Statements: 22-24-34-36/37/38-10
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: C(CN(CCN)CCN)N
• 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.

Technology Process of Tris(2-aminoethyl)amine

There total 9 articles about Tris(2-aminoethyl)amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.3%

tris-(2-chloroethyl)amine hydrochloride (817-09-4) → 2,2',2''-triaminotriethylamine (4097-89-6)

Guidance literature:

tris-(2-chloroethyl)amine hydrochloride; With ammonium hydroxide; In ethanol; at 70 ℃; for 7h;

With sodium hydroxide; pH=10;

Reference yield: 83.41%

[tris(oxyethyl)amine] → 2,2',2''-triaminotriethylamine (4097-89-6)

Guidance literature:

With formic acid; ammonium formate; In toluene; at 80 - 160 ℃; for 6h;

Reference yield: 81.51%

triaminotriethylamine hydrogen chloride (44905-58-0) → 2,2',2''-triaminotriethylamine (4097-89-6)

Guidance literature:

With sodium hydroxide; pH=10;

upstream raw materials:

1,2-dichloro-ethane

ethyleneimine

3-azapentane-1,5-diamine

triethanolamine

Downstream raw materials:

tris[2-(N-tosylaminoethyl)]amine

1-phenylazasilantrane

N-{2-[Bis-(2-amino-ethyl)-amino]-ethyl}-benzamide

tris-<2-(2'-hydroxy-4'-methoxybenzylideneethyl)>amine

Refernces

Synthesis, characterization, and structures of copper(II)-thiosulfate complexes incorporating tripodal tetraamine ligands

10.1021/ic0492800

The study focuses on the synthesis, characterization, and structural analysis of copper(II)-thiosulfate complexes with tripodal tetraamine ligands, specifically tren, Bz3tren, Me6tren, and Me3tren. The reaction of [Cu(L)(H2O)]2+ with thiosulfate in aqueous solution results in a color change indicative of thiosulfate coordination to Cu(II). The research explores the formation of complexes, their stability, and the impact of different ligands on the oxidation of thiosulfate. Single-crystal X-ray diffraction analyses were conducted on three thiosulfate complexes, revealing a trigonal bipyramidal geometry around the copper(II) center. The study also includes the determination of thiosulfate binding constants for each Cu(II)-amine complex, with the aim of finding alternatives to the traditional cyanidation process in gold processing. The results show that the complexes with Bz3tren and Me3tren exhibit the highest thiosulfate binding constants reported to date, while the complex with Me6tren is less stable and more prone to oxidize thiosulfate. This research contributes to the development of more environmentally friendly and efficient gold-processing methods.