723142

Sigma-Aldrich

Tris[2-(dimethylamino)ethyl]amine

97%

Synonym(s):
Me6TREN
Empirical Formula (Hill Notation):
C12H30N4
CAS Number:
Molecular Weight:
230.39
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97%

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

Related Categories

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

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

Packaging

1 mL in glass bottle

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Precautionary Statements

RIDADR

UN 2735PSN1 8 / PGII

WGK Germany

WGK 3

Flash Point(F)

219.9 °F - closed cup

Flash Point(C)

104.4 °C - closed cup

Certificate of Analysis

Certificate of Origin

Optimization of atom transfer radical polymerization using Cu (I)/tris (2-(dimethylamino) ethyl) amine as a catalyst
Queffelec J, et al.
Macromolecules, 33(23), 8629-8639 (2000)
Trigonal bipyramidal complexes of bivalent manganese, iron, and zinc with tris (2-dimethylaminoethyl) amine
Ciampolini Mt and Nardi N
Inorganic Chemistry, 5(7), 1150-1154 (1966)
Diminishing catalyst concentration in atom transfer radical polymerization with reducing agents
Matyjaszewski K, et al.
Proceedings of the National Academy of Sciences of the USA, 103(42), 15309-15314 (2006)
Tsarevsky, N. V.; Braunecker, W. A.; Brooks, S. J.; Matyjaszewski, K.
Marcromolecules, 39, 6817-6817 (2006)
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)
Articles
Tools and techniques for performing atom transfer radical polymerization (ATRP) with benefits and limitations.
Read More
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.
Read More
Find how atom transfer radical polymerization (ATRP) tools can be used for the synthesis of well-defined functionalized polymers.
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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.
Read More
Protocols
Sigma-Aldrich presents an article about RAFT, or Reversible Addition/Fragmentation Chain Transfer, which is a form of living radical polymerization.
Read More
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.
Read More
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.
Read More

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