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Sigma-Aldrich

Tris[2-(dimethylamino)ethyl]amine

97%

Sinónimos:

Me6TREN

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About This Item

Fórmula empírica (notación de Hill):
C12H30N4
Número de CAS:
33527-91-2
Peso molecular:
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

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

219.9 °F - closed cup

flash_point_c

104.4 °C - closed cup

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Certificados de análisis (COA)

Lot/Batch Number
MKCL7208
MKCC8502
MKBV7794V
MKBP8925V
MKBP2096V

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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)
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)
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ATRP: Complete Tools for the Synthesis of Well-Defined, Functionalized Polymers

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

ATRP Ligands and Initiators for the Clean Synthesis of Functional 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.

ATRP: Complete Tools for the Synthesis of Well-Defined Functionalized Polymers

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Protocolos

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Concepts and Tools for RAFT Polymerization

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Typical Procedures for Polymerizing via ATRP

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