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723142

Sigma-Aldrich

Tris[2-(dimethylamino)ethyl]amine

97%

Synonym(s):

Me6TREN

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About This Item

Empirical Formula (Hill Notation):
C12H30N4
CAS Number:
Molecular Weight:
230.39
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.455

density

0.862 g/mL at 25 °C

SMILES string

CN(C)CCN(CCN(C)C)CCN(C)C

InChI

1S/C12H30N4/c1-13(2)7-10-16(11-8-14(3)4)12-9-15(5)6/h7-12H2,1-6H3

InChI key

VMGSQCIDWAUGLQ-UHFFFAOYSA-N

General description

Tris[2-(dimethylamino)ethyl]amine (Me6TREN) is an aliphatic tertiary amine that forms a quadridentate ligand. It is majorly used in atom transfer radical polymerization (ATRP). It is a hexamethyl derivative of (2-aminoethyl)amine, also known as trenMe. It can be prepared by a modification of Ristempart′s synthesis.

Application

Atom Transfer Radical Polymerization (ATRP) ligand for the creation of telechelic polymers.
Me6TREN forms a complex with copper compounds which can potentially be used as ligands in metalloenzyme redox reactions.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

219.9 °F - closed cup

Flash Point(C)

104.4 °C - closed cup


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Xia Song et al.
Biomacromolecules, 17(12), 3957-3963 (2016-10-25)
Paclitaxel (PTX), a hydrophobic anticancer drug, is facing several clinical limitations such as low bioavailability and drug resistance. To solve the problems, a well-defined β-cyclodextrin-poly(N-isopropylacrylamide) star polymer was synthesized and used as a nanocarrier to improve the water solubility and
Expanding the scope of the photoinduced living radical polymerization of acrylates in the presence of CuBr2 and Me6-Tren
Anastasaki A, et al.
Macromolecules, 47(12), 3852-3859 (2014)
Tsarevsky, N. V.; Braunecker, W. A.; Brooks, S. J.; Matyjaszewski, K.
Marcromolecules, 39, 6817-6817 (2006)
Reversible Binding of Dioxygen by a Copper (I) Complex with Tris (2-dimethylaminoethyl) amine (Me6tren) as a Ligand
Becker M, et al.
Chemistry?A European Journal, 5(11), 3124-3129 (1999)
Nobuyuki Higashi et al.
Materials (Basel, Switzerland), 11(3) (2018-03-16)
Novel thermo-responsive ABA-type triblock copolymers (poly(NAAMe n

Articles

Tools and techniques for performing atom transfer radical polymerization (ATRP) with benefits and limitations.

Find how atom transfer radical polymerization (ATRP) tools can be used for the synthesis of well-defined functionalized polymers.

Atom transfer radical polymerization (ATRP) has emerged as one of the most successful synthetic techniques for the preparation of polymers with predetermined molecular weights, narrow molecular weight distributions, and high degrees of chain end functionalities.

We presents an article about a micro review of reversible addition/fragmentation chain transfer (RAFT) polymerization. RAFT (Reversible Addition/Fragmentation Chain Transfer) polymerization is a reversible deactivation radical polymerization (RDRP) and one of the more versatile methods for providing living characteristics to radical polymerization.

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Protocols

We presents an article featuring procedures that describe polymerization of methyl methacrylate and vinyl acetate homopolymers and a block copolymer as performed by researchers at CSIRO.

We present an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.

An article about the typical procedures for polymerizing via ATRP, which demonstrates that in the following two procedures describe two ATRP polymerization reactions as performed by Prof. Dave Hadddleton′s research group at the University of Warwick.

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