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Merck

723142

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
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
MDL number:

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Product Name

Tris[2-(dimethylamino)ethyl]amine, 97%

InChI

1S/C12H30N4/c1-13(2)7-10-16(11-8-14(3)4)12-9-15(5)6/h7-12H2,1-6H3

SMILES string

CN(C)CCN(CCN(C)C)CCN(C)C

InChI key

VMGSQCIDWAUGLQ-UHFFFAOYSA-N

assay

97%

form

liquid

refractive index

n20/D 1.455

density

0.862 g/mL at 25 °C

Quality Level

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This Item
225630463531279730
assay

97%

assay

96%

assay

97%

assay

97%

density

0.862 g/mL at 25 °C

density

0.976 g/mL at 20 °C (lit.)

density

0.896 g/mL at 25 °C (lit.)

density

0.817 g/mL at 25 °C (lit.)

refractive index

n20/D 1.455

refractive index

n20/D 1.497 (lit.)

refractive index

-

refractive index

n20/D 1.446 (lit.)

form

liquid

form

liquid

form

-

form

liquid

Quality Level

100

Quality Level

200

Quality Level

100

Quality Level

100

Application

Atom Transfer Radical Polymerization (ATRP) ligand for the creation of telechelic polymers.[1][2][3][4]
Me6TREN forms a complex with copper compounds which can potentially be used as ligands in metalloenzyme redox reactions.[5]

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.[6][7][8][9]

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

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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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)
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)

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    1 answer
    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/418/501/product-dating-information-06-25-mk.pdf

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

    1 answer
    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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