Tris[2-(dimethylamino)ethyl]amine

Base Information

• Chemical Name: Tris[2-(dimethylamino)ethyl]amine
• CAS No.: 33527-91-2
• Molecular Formula: C12H30 N4
• Molecular Weight: 230.397
• Hs Code.: 29212900
• NSC Number: 97411
• DSSTox Substance ID: DTXSID30294612
• Nikkaji Number: J594.768E
• Wikidata: Q72515082
• Mol file: 33527-91-2.mol

Synonyms:Me6 compound;Me6TREN;tris(2-(dimethylamino)ethyl)amine

Chemical Property of Tris[2-(dimethylamino)ethyl]amine

Chemical Property:

• Vapor Pressure: 0.0321mmHg at 25°C
• Refractive Index: 1.4540
• Boiling Point: 243.5°Cat760mmHg
• PKA: 8.99±0.50(Predicted)
• Flash Point: 85.2°C
• PSA: 12.96000
• Density: 0.901g/cm³
• LogP: -0.02680
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Air Sensitive & Hygroscopic
• Water Solubility.: Miscible with water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 230.24704697
• Heavy Atom Count: 16
• Complexity: 129

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tris(2-dimethylaminoethyl)amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CCN(CCN(C)C)CCN(C)C
• Uses: Tris(2-dimethylaminoethyl)amine is used as an atom transfer radical polymerization (ATRP) ligand for the creation of telechelic polymers. It is a tripodal polyamine ligand and forms complexes with group 1 metals, which is used in alkali-metal-mediated synthetic applications. Further, it is involved in the macrocyclization processes by reacting with tripodal esters in methanol to give tricyclic cryptands.

Technology Process of Tris[2-(dimethylamino)ethyl]amine

There total 7 articles about Tris[2-(dimethylamino)ethyl]amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,2',2''-triaminotriethylamine (4097-89-6) → tris[2-(dimethylamino)ethyl]amine (33527-91-2)

Guidance literature:

formaldehyd; 2,2',2''-triaminotriethylamine; With acetic acid; In water; acetonitrile; for 1h;

With sodium tetrahydroborate; In water; acetonitrile; at 0 ℃; for 48h;

DOI:10.1039/c3cc48059c

Reference yield: 89.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + tris-(2-aminoethyl)amine tetrahydrochloride (14350-52-8,44905-58-0,113506-15-3) → tris[2-(dimethylamino)ethyl]amine (33527-91-2)

Guidance literature:

With formic acid; In water; at 120 ℃; for 6h;

DOI:10.1016/j.jfluchem.2011.05.027

Reference yield: 30.0%

formic acid (64-18-6) + 2,2',2''-triaminotriethylamine (4097-89-6) → tris[2-(dimethylamino)ethyl]amine (33527-91-2)

Guidance literature:

With hydrogenchloride; formaldehyd; In water; at 120 ℃; for 6h;

DOI:10.1021/ma061175h

upstream raw materials:

formaldehyd

tris-(2-aminoethyl)amine tetrahydrochloride

tris-(2-chloro-ethyl)-amine

dimethyl amine

Refernces

• 1、 Voepel, Jens,Edlund, Ulrica,Albertsson, Ann-Christine,Percec, Virgil. "Hemicellulose-based multifunctional macroinitiator for single-electron- transfer mediated living radical polymerization". . p. 253 - 259. Retrieved 2011.
• 2、 Ata, Souvik,Mal, Dipakranjan,Singha, Nikhil K.. "Copper catalyzed ring opening copolymerization of a vinyl cyclopropane and methyl methacrylate". . p. 14486 - 14494. Retrieved 2013.
• 3、 Edlund, Ulrica,Albertsson, Ann-Christine. "Macroinitiator halide effects in galactoglucomannan-mediated single electron transfer-living radical polymerization". . p. 4139 - 4145. Retrieved 2011.
• 4、 O’Neill,Kolanowski,Bonnitcha,New. "A cobalt(ii) complex with unique paraSHIFT responses to anions". . p. 3571 - 3574. Retrieved 2017.
• 5、 Fu, Shao,Liu, Yongdong,Ding, Yong,Du, Xiaoqiang,Song, Fangyuan,Xiang, Rui,Ma, Baochun. "A mononuclear cobalt complex with an organic ligand acting as a precatalyst for efficient visible light-driven water oxidation". supporting information. p. 2167 - 2169. Retrieved 2014/02/14.