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Sigma-Aldrich

N,N,N′-Trimethylethylenediamine

97%

Synonym(s):

1-(Dimethylamino)-2-(methylamino)ethane

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About This Item

Linear Formula:
(CH3)2NCH2CH2NHCH3
CAS Number:
142-25-6
Molecular Weight:
102.18
Beilstein/REAXYS Number:
505989
EC Number:
205-529-2
MDL number:
MFCD00014874
UNSPSC Code:
12352100
PubChem Substance ID:
24847763
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.419 (lit.)

bp

116-118 °C (lit.)

density

0.786 g/mL at 25 °C (lit.)

SMILES string

CNCCN(C)C

InChI

1S/C5H14N2/c1-6-4-5-7(2)3/h6H,4-5H2,1-3H3

InChI key

HVOYZOQVDYHUPF-UHFFFAOYSA-N

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General description

N,N,N′-Trimethylethylenediamine is synthesized using laser-vaporization supersonic molecular beam. It has been studied using pulsed-field ionization zero electron kinetic energy.

Application

N,N,N′-Trimethylethylenediamine has been used in the preparation of a novel gemini surfactant, N,N-dimethyl-N-{2-[N′-methyl-N′-(3-sulfopropyl)-alkylammonium]ethyl}-1-alkylammonium bromides (2C(n)AmSb, where n represents hydrocarbon chain lengths of 8, 10, 12, and 14), by reacting it with n-alkyl bromide. It has also been used as an amine component for in situ formation of α-amino alkoxides.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H225,H314

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

57.2 °F - closed cup

flash_point_c

14 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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Irina-Claudia Grig-Alexa et al.
Organic letters, 8(19), 4187-4189 (2006-09-08)
The synthesis of new 4,6-disubstituted dihydrodipyridopyrazines starting from corresponding carboxaldehydes via lithiation directed by alpha-amino alkoxides is described. The N,N,N'-trimethylethylenediamine was used as amine component for in situ formation of the alpha-amino alkoxides. After optimization, this reaction allowed easy access
Xu Wang et al.
The journal of physical chemistry. A, 110(24), 7568-7576 (2006-06-16)
Copper complexes of ethylenediamine (en), N-methylethylenediamine (meen), N,N-dimethylethylenediamine (dmen), N,N,N'-trimethylethylenediamine (tren), and N,N,N',N'-tetramethylethylenediamine (tmen) are synthesized in laser-vaporization supersonic molecular beams and studied by pulsed-field ionization zero electron kinetic energy (ZEKE) and photoionization efficiency spectroscopies and second-order Moller-Plesset perturbation theory.
Santanu Patra et al.
Biomaterials science, 4(3), 418-429 (2015-12-04)
To overcome the problems associated with conventional liposomes in transdermal drug delivery like limited penetration ability and poor stability, in this article we report a new generation of cell penetrating peptide polyarginine containing nano-liposomes conjugated with carbon dots. The newly
Kanae Nyuta et al.
Journal of colloid and interface science, 301(1), 267-273 (2006-05-30)
A novel gemini surfactant with two hydrocarbon chains and two different hydrophilic parts containing a quaternary ammonium salt and a sulfobetaine moiety, N,N-dimethyl-N-{2-[N'-methyl-N'-(3-sulfopropyl)-alkylammonium]ethyl}-1-alkylammonium bromides (2C(n)AmSb, where n represents hydrocarbon chain lengths of 8, 10, 12, and 14), was synthesized by
J M Entrena et al.
Scientific reports, 6, 37835-37835 (2016-11-26)
Sigma-1 receptor antagonists promote antinociception in several models of pain, but the effects of sigma-1 agonists on nociception (particularly when the nociceptive system is primed) are not so well characterized; therefore we evaluated the effects of sigma-1 agonists on pain
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