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Tris(2-aminoethyl)amine

Product Name
Tris(2-aminoethyl)amine
CAS No.
4097-89-6
Chemical Name
Tris(2-aminoethyl)amine
Synonyms
TREN;TAEA;tri(2-aminoethyl)amine;tris(aminoethyl)amine;trenhp;Tris(2-aminoethyL;Tris(2-aMinoethyl)a;Trientine Impurity 5;Triaminotriethyl-amine;N1,N1-Bis(2-aminoethyl)
CBNumber
CB0235693
Molecular Formula
C6H18N4
Formula Weight
146.23
MOL File
4097-89-6.mol
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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)
EPA Substance Registry System
1,2-Ethanediamine, N,N-bis(2-aminoethyl)- (4097-89-6)
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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
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.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H301Toxic if swalloed

H310Fatal in contact with skin

H314Causes severe skin burns and eye damage

Precautionary statements

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P330+P331IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
225630
Product name
Tris(2-aminoethyl)amine
Purity
96%
Packaging
10ml
Price
$54.4
Updated
2024/03/01
Sigma-Aldrich
Product number
225630
Product name
Tris(2-aminoethyl)amine
Purity
96%
Packaging
100ml
Price
$266
Updated
2024/03/01
TCI Chemical
Product number
T1243
Product name
Tris(2-aminoethyl)amine
Purity
>98.0%(T)
Packaging
5mL
Price
$36
Updated
2024/03/01
TCI Chemical
Product number
T1243
Product name
Tris(2-aminoethyl)amine
Purity
>98.0%(T)
Packaging
25mL
Price
$105
Updated
2024/03/01
Alfa Aesar
Product number
B21789
Product name
Tris(2-aminoethyl)amine, 97%
Packaging
25g
Price
$75.6
Updated
2024/03/01
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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.

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

Raw materials

Preparation Products

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Tris(2-aminoethyl)amine Suppliers

Biosynth Carbosynth
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ales@carbosynth.com
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United Kingdom
ProdList
2598
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LEHVOSS UK / Gee Lawson Chemical Division
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david.davies@lehvoss.co.uk
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United Kingdom
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Fisher Scientific Uk Ltd.
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Email
.international@thermofisher.com
Country
United Kingdom
ProdList
2932
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Manchester Organics
Tel
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Email
info@manchesterorganics.com
Country
United Kingdom
ProdList
6834
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CARBONE SCIENTIFIC CO.,LTD
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sales@carbonesci.com
Country
United Kingdom
ProdList
6666
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MOLEKULA Ltd.
Tel
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kevinbanks@molekula.com
Country
United Kingdom
ProdList
6140
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Huntsman Tioxide
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south_africa_support_centre@huntsman.com
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United Kingdom
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VWR International
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solutions@vwr.com
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View Lastest Price from Tris(2-aminoethyl)amine manufacturers

HANGZHOU HAILAN CHEMICAL CO.,LTD.
Product
TRIS(2-AMINOETHYL)AMINE 4097-89-6
Price
US $500.00/bag
Min. Order
1bag
Purity
0.99
Supply Ability
1TON
Release date
2024-12-03
Shaanxi Dideu New Materials Co. Ltd
Product
TRIS(2-AMINOETHYL)AMINE 4097-89-6
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98.0%
Supply Ability
10000KGS
Release date
2024-11-19
Wuhan Han Sheng New Material Technology Co.,Ltd
Product
TRIS(2-AMINOETHYL)AMINE 4097-89-6
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.8
Supply Ability
10000kg
Release date
2023-08-15

4097-89-6, Tris(2-aminoethyl)amineRelated Search:


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