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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:
33527-91-2
Molecular Weight:
230.39
MDL number:
MFCD00015607
UNSPSC Code:
12162002
PubChem Substance ID:
329763980
NACRES:
NA.23
Pricing and availability is not currently available.

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

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.[1][2][3][4]

Application

Atom Transfer Radical Polymerization (ATRP) ligand for the creation of telechelic polymers.[5][6][7][8]
Me6TREN forms a complex with copper compounds which can potentially be used as ligands in metalloenzyme redox reactions.[9]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT2984
MKCL7208
MKCC8502
MKBV7794V
MKBP8925V

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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)
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
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)
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.

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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