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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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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)
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)
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)

Articles

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

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

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

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

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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.

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