Tris(2-aminoethyl)amine CAS Number: 4097-89-6

Product Tris(2-aminoethyl)amine
CAS 4097-89-6
MF C6H18N4
Formula tris(aminoethyl)amine;tris(beta-aminoethyl)amine;2,2′,2”-Triaminotriethylamine,97%TREN;2,2”,2-TRIAMINOTRIETHYLAMINETREN;2,2μ,2μμ-NitrilotriChemicalbookethylamine,2,2μ,2μμ-Triaminotriethylamine,TAEA;2,2′,2”-Nitrilotris(ethane-1-amine);2,2′,2”-Nitrilotrisethanamine;Tris(2-aminoethyl)amine,95%

product description

Basic Info.

Model NO. : CAS 4097-89-6
EINECS : 223-857-4
Appearance : Liquid
Quality : Industrial
Colour : Yellow
Transport Package : Drum
Trademark : ACF
Origin : China

Tris(2-aminoethyl)amine Properties

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)
Specific Gravity 0.977
color Clear yellow
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.
InChI 1S/C6H18N4/c7-1-4-10(5-2-8)6-3-9/h1-9H2
InChIKey MBYLVOKEDDQJDY-UHFFFAOYSA-N
SMILES NCCN(CCN)CCN
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

Risk and Safety Statements

Symbol(GHS) GHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06
Signal word Danger
Hazard statements H301-H310-H314
Precautionary statements P270-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
PPE Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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 TSCA listed
HazardClass 6.1
PackingGroup II
HS Code 29211990
Storage Class 6.1A – Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials
Hazard Classifications Acute Tox. 2 Dermal
Acute Tox. 3 Oral
Skin Corr. 1B
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.
Limited Quantities 1.0 L (0.3 gallons) (liquid) or 1 Kg (2.2 lbs) (solid)
Excepted Quantities Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Tris(2-aminoethyl)amine Chemical Properties,Uses,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.

817-09-4
4097-89-6
Synthesis of Tris(2-aminoethyl)amine from TRIS(2-CHLOROETHYL)AMINE HYDROCHLORIDE

Tris(2-aminoethyl)amine Preparation Products And Raw materials

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ACF Chemical Qingdao Co., Ltd. was established in 1987. the company has over decades of experience in the production of methacrylate and acrylate series products, as well as high-efficiency polymerization inhibitors and rubber and plastic antioxidant series products. The company’s leading products are high-efficiency polymerization inhibitor series products, with an annual production capacity of 1,000 tons of tert-butylhydroquinone (TBC), 800 tons of polymerization inhibitor TH-701, 500 tons of polymerization inhibitor TH-A294, 500 tons of polymerization inhibitor TH-100BE, 500 tons of phenothiazine, and 200 tons of hydroquinone.

DMEA 108-01-0
Dodecyl trimethyl ammonium chloride 112-00-5
N-Hexadecyltrimethylammonium chloride 112-02-7
1831 112-03-8
1631Br 57-09-0
D821 5538-94-3
D8/1021 68424-95-3
D1021 7173-51-5
D1821 61789-80-8
TEP88 157905-74-3
1227 C12 139-07-1
DMPT(N,N-Dimethyl-p-toluidine) 99-97-8
NDPT(N,N-dihydroxyethyl-p-toluidine) 3077-12-1.
DMA(N,N-dimethylaniline) 121-69-7
N,N-Diethylaniline 91-66-7
MT(M-Toluidine) 108-44-1
PT(P-Toluidine) 106-49-0
O-Toluidine  OT 95-53-4
Dimethyl(octyl)amine 7378-99-6/1120-24-7
C16-18-alkyldimethyl   Octadecyl/Hexadecyl dimethylamines 68390-97-6
Octadecyl/behenyl dimethylamines 124046-42-0
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Di(octyl/decyl) methylamines 308062-61-5
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N-3-Oleylamidopropyl dimethylamine 109-28-4
N-3-Erucylamidopropyl dimethylamine 60270-33-9
N-Oleyl 1,3-propanediamine 7173-62-8
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2-(Methylamino)ethanol 109-83-1
N-Methyldiethanolamine 105-59-9
3-Methoxy propyl amine 5332-73-0
N,N-dimethylcyclohexylamine 98-94-2
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