Tris(2-aminoethyl)amine

• CAS: 4097-89-6
• Catalog Number: ACM-MO-4097896
• Category: Main Products; Amide & Amine Monomers
• Molecular Weight: 146.24 g/mol
• Molecular Formula: C6H18N4
• 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.
• Synonyms: 2,2',2''-Nitrilotriethylamine;; 2,2',2''-Triaminotriethylamine;; TAEA
• IUPAC Name: N',N'-bis(2-aminoethyl)ethane-1,2-diamine
• SMILES: NCCN(CCN)CCN
• InChI: 1S/C6H18N4/c7-1-4-10(5-2-8)6-3-9/h1-9H2
• InChI Key: MBYLVOKEDDQJDY-UHFFFAOYSA-N
• Boiling Point: 114 °C/15 mmHg
• Density: 0.976 g/mL at 20 °C (lit.)
• Solubility: Soluble in water.
• Appearance: Colorless to Light Orange to Yellow Clear Liquid
• Application: Building block for cryptands; precursor to a proazaphosphatrane, a stong, nonionic base.; TREN can be grafted with multi-walled carbon nanotube (MWCNT) for use in solid phase extraction of metal ions for wastewater treatment based s. It can also be used as a chelating agent in the surface treatment of silica nanoparticles which can further be used for a wide range of industrial s.
• Storage: 2-8°C
• Assay: 96%
• Complexity: 52.5
• Condition To Avoid: Air Sensitive,Hygroscopic
• Covalently-Bonded Unit Count: 1
• EC Number: 223-857-4
• Exact Mass: 146.153g/mol
• Features And Benefits: 1. High quality products; 2. Fast delivery; 3. Additional products can be ordered, please contact us for details
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Heavy Atom Count: 10
• MDL Number: MFCD00008177
• Monoisotopic Mass: 146.153g/mol
• NACRES: NA.23
• Packaging: Packaging; 10, 100 mL in glass bottle
• Physical State: Liquid
• PubChem ID: 24853509
• Quality Level: 200
• Refractive Index: 1.50
• Rotatable Bond Count: 6
• Specific Gravity: 0.98
• Topological Polar Surface Area: 81.3A^2
• Vapor Density: 5 (vs air)
• Vapor Pressure: 0.02 mmHg ( 20 °C)

Case Study

Surface-Modifying, Lead-Adsorbing and Regenerable Properties of Tris(2-aminoethyl)amine

Tehrani M S, Abroomand Azar P, Ehsani Namin P, et al. Journal of Environmental Protection, 2013, 4(6): 529-536.

Tris(2-aminoethyl)amine (TAA) exhibited prominent surface-modifying activity on multiwalled carbon nanotubes (MWCNTs): After chemical grafting onto oxidized MWCNTs, TAA introduced abundant amino groups on the material surface. FTIR, TGA, Raman spectroscopy and elemental analysis all confirmed successful functionalization, with around 8% TAA loaded on modified MWCNTs, altering the surface structure and chemical properties of the original carbon nanotubes. It demonstrated powerful lead adsorption performance in aqueous solution: The TAA-modified MWCNTs achieved optimal lead removal at pH 5.7-6. With 10 mg adsorbent added to 10 mL lead solution and 45 minutes of shaking, the maximum experimental adsorption capacity reached 43 mg/g, and the theoretical maximum capacity calculated by the Langmuir isotherm was 71 mg/g. The amine groups on TAA formed stable complexes with lead ions via lone electron pairs, showing far higher adsorption capacity than activated carbon and chelating resins. Additionally, the TAA-functionalized material possessed excellent desorption and recyclable properties: Lead ions could be fully desorbed under pH < 3 acidic conditions. After four consecutive adsorption-desorption cycles, the lead removal rate still remained above 96%, without obvious decline in adsorption performance. Selective tests showed the adsorbent had weak adsorption on Ni(II), Mn(II), Cu(II) and nearly no affinity for Co(II) and Zn(II), presenting good selectivity for lead ions. These studies demonstrate that tris(2-aminoethyl)amine has significant surface-modifying, lead-adsorbing and regenerable properties for heavy metal wastewater treatment.
The experiment first prepared carboxylated MWCNTs via nitric acid oxidation, then synthesized TAA-functionalized MWCNTs through acylation and amide reaction. A series of batch adsorption experiments were carried out to explore the influences of pH, adsorbent dosage, shaking time and initial ion concentration on lead removal. Flame atomic absorption spectrometry (FAAS) was used to detect residual lead concentration in solution. Langmuir and Freundlich isotherm models were applied to fit adsorption data. Desorption cycling, ion interference and actual tap water spiking tests were also conducted. The results verified that TAA modifies carbon nanotubes by introducing active amino sites, enabling the composite material to efficiently and selectively remove lead ions from water with stable reusability.

Surface-Functionalizing, Metal-Enriching and Selective Adsorption Properties of Tris(2-aminoethyl)amine

Huang X, Chang X, He Q, et al. Journal of Hazardous Materials, 2008, 157: 154-160.

Tris(2-aminoethyl)amine (TREN) exhibited prominent surface-functionalizing activity on silica gel: After chemical grafting onto activated silica gel via silane coupling reaction, TREN introduced abundant amino functional groups on the carrier surface. FTIR spectroscopy and elemental analysis verified successful modification, with 0.077 g of TREN immobilized on each gram of silica gel, forming stable SG-TREN composite adsorbent. It showed strong heavy metal adsorption and preconcentration performance: At the optimal pH 4, SG-TREN achieved maximum adsorption capacities of 32.72 mg/g for Cr(III), 36.42 mg/g for Cd(II) and 64.61 mg/g respectively for Pb(II). Adsorption equilibrium was reached within only 5 minutes, and a sample flow rate of 4.0 mL/min ensured stable enrichment effect, with a maximum tolerable sample volume of 500 mL and a concentration factor up to 100. Additionally, SG-TREN presented excellent selective adsorption and elution properties: Common coexisting ions such as K(I), Na(I), Ca(II) and Mg(II) caused no obvious interference. The adsorbed metal ions could be fully eluted using 5 mL of 0.1 mol/L HCl solution, with elution recovery rates all above 97%. Under testing conditions, the method had detection limits of 0.61 ng/mL for Cr(III), 0.14 ng/mL for Cd(II) and 0.55 ng/mL for Pb(II), and the relative standard deviation was less than 4.0%. These studies demonstrate that tris(2-aminoethyl)amine possesses remarkable surface-functionalizing, metal-enriching and selective adsorption properties for trace heavy metal analysis in water.
The experiment first activated silica gel with concentrated hydrochloric acid and prepared chloro-functionalized intermediate, then synthesized SG-TREN by reflux reaction with TREN. Static and dynamic solid-phase extraction experiments were conducted to optimize pH, shaking time, flow rate, eluent concentration and other parameters. ICP-AES was used to determine metal ion concentrations. Interference tests, precision analysis and actual water sample detection including tap water and river water were also carried out. The results verified that TREN acts as an efficient chelating ligand, enabling modified silica gel to rapidly and selectively separate and enrich Cr(III), Cd(II) and Pb(II) from aqueous solutions, which is suitable for trace heavy metal detection in environmental water samples.

Catalytic, Monomeric and Antifouling Properties of Tris(2-aminoethyl)amine

Shen L, Zuo J, Wang Y. Journal of Membrane Science, 2017.

Tris(2-aminoethyl)amine (TAEA) exhibited remarkable dual functional activity during membrane modification: It acted both as a reactive amine monomer and a reaction catalyst in the interfacial polymerization for thin-film composite (TFC) forward osmosis membranes. As a monomer, its primary amine groups reacted with trimesoyl chloride (TMC) to form a semi-aromatic polyamide network; as a tertiary amine catalyst, it neutralized hydrogen chloride by-products and accelerated polymerization, increasing the crosslinking degree of the polyamide layer. FTIR, XPS, WXRD and positron annihilation characterization all confirmed successful TAEA grafting onto the membrane surface. It delivered excellent separation performance: TAEA-modified membranes presented thinner polyamide layers, smoother surface and reduced free volume. Under standard testing conditions, the optimized membrane achieved a water permeability of 1.25 LMH/bar and salt rejection above 90%, with reduced reverse salt flux compared with the unmodified control membrane. Adjusting the pH of amine solution further regulated membrane structure and permeability. Additionally, TAEA endowed the membranes with prominent antifouling ability: In long-term fouling tests using sodium alginate as foulant, modified membranes showed a flux decline ratio as low as 15.2%, while the control group reached 58.9%. The flux recovery ratio of modified membranes exceeded 94% after simple physical cleaning, indicating highly reversible fouling. Morphological analysis proved the smoother surface and fewer active fouling sites effectively restrained pollutant adhesion. These studies demonstrate that tris(2-aminoethyl)amine possesses significant catalytic, monomeric and antifouling properties for high-performance forward osmosis membrane fabrication.
The experiment first prepared polysulfone substrate via phase separation. A series of TFC membranes were fabricated by interfacial polymerization with different TAEA concentrations and amine solution pH values. ATR-FTIR, XPS, SEM, AFM and positron annihilation techniques were used to analyze membrane chemical composition, microstructure and surface morphology. Reverse osmosis and forward osmosis devices were applied to test water flux and salt rejection. Dynamic fouling experiments with sodium alginate synthetic wastewater were conducted to evaluate antifouling performance and flux recovery. The results verified that TAEA optimizes polyamide layer structure through dual roles of monomer and catalyst, and the modified TFC membranes achieve superior separation and anti-fouling performance for water treatment applications.

Surface-Functionalizing, Metal-Adsorbing and Recyclable Properties of Tris(2-aminoethyl)amine

Lotfi Zadeh H R, Aboufazeli F, Sadeghi O, et al. Journal of Chemistry, 2013, 2013: 482793.

Tris(2-aminoethyl)amine (TREN) exhibited prominent surface-functionalizing activity on Fe₃O₄ magnetic nanoparticles: After chemical grafting via silane coupling reaction, abundant amino groups were immobilized onto nanoparticle surfaces. FTIR, elemental analysis and SEM characterization confirmed successful modification, with a TREN loading capacity of 0.92 mmol per gram of the composite material. The modified sorbent maintained excellent thermal stability up to 300 °C. It delivered strong selective metal adsorption performance: At the optimized pH conditions (pH 8 for Ag(I), pH 2 for Au(III)), the composite sorbent achieved over 98% adsorption recovery for both metal ions. The maximum adsorption capacity reached 97.3 mg/g for silver ions and 167 mg/g for gold ions, with adsorption equilibrium attained within 3-5 minutes. Common coexisting cations such as Na⁺, Ca²⁺ and Cu²⁺ caused negligible interference. Additionally, TREN-functionalized material possessed outstanding elution and reusability: Silver ions were fully eluted by 7 mL of 2 mol/L HCl, while gold ions were desorbed using 8 mL of 0.1 mol/L thiourea dissolved in 1 mol/L H₂SO₄. After eight consecutive adsorption-desorption cycles, the adsorption efficiency declined by less than 10%. The method showed ultra-low detection limits of 0.8 ng/mL for silver and 0.5 ng/mL for gold, with linear ranges covering 1.0-1000 ng/mL for both ions. These studies demonstrate that tris(2-aminoethyl)amine has remarkable surface-functionalizing, metal-adsorbing and recyclable properties for separation and preconcentration of silver and gold ions.
The experiment first activated Fe₃O₄ nanoparticles and completed surface modification with TREN through two-step reflux reaction. A series of batch tests were carried out to optimize solution pH, shaking time, eluent type and volume. Interference experiments with various coexisting ions were performed, and detection performance was evaluated using electrothermal atomic absorption spectrometry (ETAAS). Real water samples and standard reference materials were analyzed to verify practical applicability and accuracy. Repeated adsorption-elution cycles were conducted to assess the reusability of the sorbent. The results verified that TREN acts as an efficient chelating ligand, enabling magnetic nanoparticles to rapidly and selectively capture silver and gold ions, which is suitable for trace metal detection in aqueous samples.

Custom Q&A

What is the molecular formula of tris(2-aminoethyl)amine?

The molecular formula of tris(2-aminoethyl)amine is C6H18N4.

What are some synonyms for tris(2-aminoethyl)amine?

Some synonyms for tris(2-aminoethyl)amine include Tris(2-aminoethyl)amine, Tren, TAEA, N1,N1-Bis(2-aminoethyl)ethane-1,2-diamine, and Tri(2-aminoethyl)amine.

Is tris(2-aminoethyl)amine a corrosive substance?

Yes, tris(2-aminoethyl)amine is listed as a corrosive substance.

What are some hazards associated with tris(2-aminoethyl)amine?

Tris(2-aminoethyl)amine is listed as having acute toxicity, corrosive properties, irritant effects, and being a health hazard.

What is the IUPAC name of tris(2-aminoethyl)amine?

The IUPAC name of tris(2-aminoethyl)amine is N',N'-bis(2-aminoethyl)ethane-1,2-diamine.

What is the InChIKey of tris(2-aminoethyl)amine?

The InChIKey of tris(2-aminoethyl)amine is MBYLVOKEDDQJDY-UHFFFAOYSA-N.

What is the canonical SMILES representation of tris(2-aminoethyl)amine?

The canonical SMILES representation of tris(2-aminoethyl)amine is C(CN(CCN)CCN)N.

What is the CAS number of tris(2-aminoethyl)amine?

The CAS number of tris(2-aminoethyl)amine is 4097-89-6.

Is tris(2-aminoethyl)amine a tetramine?

Yes, tris(2-aminoethyl)amine is described as a tetramine in the reference.

When was tris(2-aminoethyl)amine created?

Tris(2-aminoethyl)amine was created on September 16, 2004.