4097-89-6

Basic information

• Product Name: TRIS(2-AMINOETHYL)AMINE
• Synonyms: tris(aminoethyl)amine;tris(beta-aminoethyl)amine;2,2',2''-Triaminotriethylamine,97%TREN;2,2'',2 -TRIAMINOTRIETHYLAMINE TREN;2,2μ,2μμ-Nitrilotriethylamine, 2,2μ,2μμ-Triaminotriethylamine, TAEA;2,2',2''-Nitrilotris(ethane-1-amine);2,2',2''-Nitrilotrisethanamine;Tris(2-aminoethyl)amine,96%
• CAS NO: 4097-89-6
• Molecular Formula: C₆H₁₈N₄
• Molecular Weight: 146.23
• EINECS: 223-857-4
• Mol File: 4097-89-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: -16 °C
• Boiling Point: 114 °C15 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear yellow/saline suspension
• 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.)
• Storage Temp.: 2-8°C
• PKA: 10.00±0.10(Predicted)
• Water Solubility: Miscible with water.
• Sensitive: Hygroscopic
• Stability: Stable. Hygroscopic. Absorbs carbon dioxide from the air. Incompatible with strong acids, strong oxidizing agents.
• BRN: 1739626
• CAS DataBase Reference: TRIS(2-AMINOETHYL)AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(2-AMINOETHYL)AMINE(4097-89-6)
• EPA Substance Registry System: TRIS(2-AMINOETHYL)AMINE(4097-89-6)

Safety Data

• Hazard Codes: T,Xi
• 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
• Hazardous Substances Data: 4097-89-6(Hazardous Substances Data)

Usage

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.

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.

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.]

InChI:InChI=1/C6H18N4/c7-1-4-10(5-2-8)6-3-9/h1-9H2/p+4

Upstream product

• 817-09-4 tris-(2-chloroethyl)amine hydrochloride 
• 44905-58-0 triaminotriethylamine hydrogen chloride 
• 102-71-6 triethanolamine 
• 147631-19-4 (CH₃)3CGe(NHCH₂CH₂)3N 
• 147631-17-2 CH₃Ge(NHCH₂CH₂)3N 
• 151-56-4 ethyleneimine 
• 111-40-0 3-azapentane-1,5-diamine 
• 107-06-2 1,2-dichloro-ethane 

Downstream Products

• 141621-34-3 C₃₀H₃₀N₄O₉ 
• 189497-30-1 tris(2-(6-{1-[1-(benzyloxy)-2-oxo-1,2-dihydropyrimidin-4-yl]amino}hexanamido)ethyl)amine 
• 189497-32-3 tris(2-(6-{1-[1-(benzyloxy)-2-oxo-1,2-dihydropyrimidin-4-yl]amino}heptanamido)ethyl)amine 
• 189497-34-5 tris(2-(6-{1-[1-(benzyloxy)-2-oxo-1,2-dihydropyrimidin-4-yl]amino}octanamido)ethyl)amine 
• 141233-06-9 N(CH₂CH₂NCHC₆H₃(OH)2)3 
• 99110-76-6 N,N,N-tris<2-(3-hydroxy-2-oxo-1,2-dihydropyridin-1-yl)acetamido>ethylamine 
• 307307-65-9 N(CH₂CH₂NH-3,5-t-Bu₂C₆H₃)3 
• 98943-66-9 tris(3-formyl-5-methyl-2-salicylideneamino-ethyl)amine 
• 364048-98-6 tris[2(4-O-acetylcoumaroyl)aminoethyl]amine 

Relevant articles and documents

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N - alkylated three amidogen star-shaped ultra-low molecular inhibitors of preparation method

The invention discloses a N - alkylated three amidogen star-shaped ultra-low molecular inhibitors of the preparation method, the method using triethanolamine as raw materials, in solution to the triethanolamine sequentially carry out the oxidation reaction, amination reaction, so as to obtain the final product The process of the invention is simple, low cost, mild condition, the safety is good, high yield, is suitable for industrial production. The invention prepared three amidogen N - alkylation of star-shaped ultra-low molecular inhibitor molecule with the size of the structure can be accurately controlled, the terminal group to a primary amine group and group large characteristic of the density, the bentonite and be better hydration of the stolen are there is a strong function of inhibiting, at a relatively low quantity that can effectively inhibit hydration under expansion, has strong of temperature performance, which is capable of reach 220 °C.

Tris(2-aminoethyl)amine synthesis process

The invention discloses a tris(2-aminoethyl)amine synthesis process, and belongs to the technical field of compound preparation. The tris(2-aminoethyl)amine synthesis process includes the steps of taking triethanolamine as a starting material, putting the triethanolamine, thionyl chloride and a catalyst DMF in a reactor, heating the three to generate tris(2-chloroethyl)amine hydrochloride, dissolving separated tris(2-chloroethyl)amine hydrochloride concentrate and ammonia water in an organic solvent in a reactor, putting the solution in the reactor, carrying out a reaction while heating to obtain tris(2-aminoethyl)amine hydrochloride, and reacting the tris(2-aminoethyl)amine hydrochloride with sodium hydroxide to obtain the tris(2-aminoethyl)amine. The tris(2-aminoethyl)amine synthesis process has the advantages of short reaction route and high controllability.

Synthesis and interconversions of azagermatranes

The syntheses of the first examples of the title compounds, namely, ZGe(NRCH2CH2)3N (4, R = H, Z = Me; 5, R = Me, Z = Me; 6, R = H, Z = t-Bu; 7, R = Me, Z = t-Bu; 8, R = Me, Z = NMe2) are reported. Syntheses of the new compounds MeGe(NMe2)3 and t-BuGe(NMe2)3 and an improved synthesis of Ge(NMe2)4 are also recorded. The azagermatranes 5 and 7 are transformed to 4 and 6, respectively, in the presence of (H2NCH2CH2)3N. This reaction was not found to be reversible, however. Azagermatranes 4 or 5 and 6 or 7 in the presence of (HOCH2CH2)3N easily react to give MeGe(OCH2CH2)3N and t-BuGe(OCH2CH2)3N, respectively. Because of steric factors, one or more of compounds 6-8 may display weakened transannular Ge←N bonding or even an absence of this bonding.