Skip to Content
Merck
All Photos(2)

Documents

723142

Sigma-Aldrich

Tris[2-(dimethylamino)ethyl]amine

97%

Synonym(s):

Me6TREN

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C12H30N4
CAS Number:
33527-91-2
Molecular Weight:
230.39
MDL number:
MFCD00015607
UNSPSC Code:
12162002
PubChem Substance ID:
329763980
NACRES:
NA.23

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
GHS05

Signal Word

Danger

Hazard Statements

H314

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tsarevsky, N. V.; Braunecker, W. A.; Brooks, S. J.; Matyjaszewski, K.
Marcromolecules, 39, 6817-6817 (2006)
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)
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)
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)
View All Related Papers

Articles

ATRP Ligands & Initiators: Clean Functional Polymers

ATRP is a successful method for precise polymer synthesis with controlled molecular weights and high chain end functionalities.

ATRP Ligands & Initiators: Clean Functional Polymers

ATRP is a successful method for precise polymer synthesis with controlled molecular weights and high chain end functionalities.

ATRP Ligands & Initiators: Clean Functional Polymers

ATRP is a successful method for precise polymer synthesis with controlled molecular weights and high chain end functionalities.

ATRP Ligands & Initiators: Clean Functional Polymers

ATRP is a successful method for precise polymer synthesis with controlled molecular weights and high chain end functionalities.

See All

Protocols

Typical Procedures for Polymerizing via RAFT

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.

Concepts and Tools for RAFT Polymerization

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service