N,N-Bis(2-aminoethyl)ethylendiamin

Bezeichnung:N,N-Bis(2-aminoethyl)ethylendiamin

CAS-Nr4097-89-6

Englisch Name:Tris(2-aminoethyl)amine

CBNumberCB0235693

SummenformelC6H18N4

Molgewicht146.23

MOL-Datei4097-89-6.mol

Synonyma

N,N-Bis(2-aminoethyl)ethylendiamin

N,N-Bis(2-aminoethyl)ethylendiamin physikalisch-chemischer Eigenschaften

Schmelzpunkt	-16 °C
Siedepunkt	114 °C/15 mmHg (lit.)
Dichte	0.976 g/mL at 20 °C (lit.)
Dampfdichte	5 (vs air)
Dampfdruck	0.02 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.497(lit.)
Flammpunkt	>230 °F
storage temp.	2-8°C
Löslichkeit	Chloroform (Sparingly), DMSO (Slightly)
Aggregatzustand	saline suspension
pka	10.00±0.10(Predicted)
Farbe	Clear yellow
Wichte	0.977
Wasserlöslichkeit	Miscible with water.
Sensitive	Hygroscopic
BRN	1739626
Stabilität	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 Datenbank	4097-89-6(CAS DataBase Reference)
EPA chemische Informationen	1,2-Ethanediamine, N,N-bis(2-aminoethyl)- (4097-89-6)

Sicherheit

Kennzeichnung gefährlicher	T,Xi
R-Sätze:	22-24-34-36/37/38-10
S-Sätze:	26-36/37/39-45-16
RIDADR	UN 2922 8/PG 2
WGK Germany	3
RTECS-Nr.	KH8587082
F	3-10-23
TSCA	TSCA listed
HazardClass	6.1
PackingGroup	II
HS Code	29211990
Speicherklasse	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
Toxizität	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.

Gefahreninformationscode (GHS)

Tris(2-aminoethyl)amine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R24:Giftig bei Berührung mit der Haut.
R34:Verursacht Verätzungen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R10:Entzündlich.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S16:Von Zündquellen fernhalten - Nicht rauchen.
Chemische Eigenschaften
Colorless liquid
Verwenden
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.
Allgemeine Beschreibung
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.
Reaktivität anzeigen
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.
Sicherheitsprofil
A poison by ingestion and skin contact. When heated to decomposition it emits toxic vapors of NOx.
läuterung methode
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.]
Einzelnachweise
[1] Bengang Zhang. “Highly Branched Tannin-Tris(2-aminoethyl)amine-Urea Wood Adhesives.” Polymers 15 4 (2023).
[2] Ann Almesker . “One-pot synthesis of tripodal tris(2-aminoethyl)amine derivatives from seven molecular components.” Tetrahedron Letters 50 16 (2009): Pages 1847-1850.

Tris(2-aminoethyl)amine Upstream-Materialien And Downstream Produkte

N,N-Bis(2-aminoethyl)ethylendiamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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